89:
342:
Palmer, Billy W.; Fry, Arthur (1970). "Variation of carbon-14 isotope effect with substituent and the mechanism of the m-chloroperbenzoic acid oxidation of laeled para-substituted acetophenones".
3540:
323:
W. Markownikoff (1870). "Ueber die Abhängigkeit der verschiedenen
Vertretbarkeit des Radicalwasserstoffs in den isomeren Buttersäuren". Annalen der Pharmacie 153 (1): 228–259.
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149:. If there are two or more orientations that can be generated during a reaction, one of them is dominant (e.g., Markovnikov/anti-Markovnikov addition across a
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1190:
88:
2236:
387:
3036:
980:
182:, this insertion is directed toward the carbon which is more highly substituted (i.e. according to Markovnikov's rule). For example, in a study involving
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1986:
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2256:
380:
3635:
3419:
3359:
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636:
3520:
3006:
2801:
1070:
3625:
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2721:
2231:
2176:
2021:
1981:
1813:
1568:
1285:
1135:
3585:
3146:
3101:
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44:
or breaking in one direction over all other possible directions. It can often apply to which of many possible positions a
3620:
3535:
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1936:
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816:
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3091:
2706:
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1941:
1901:
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1270:
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3051:
2486:
2051:
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1966:
1558:
1265:
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2836:
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1045:
1010:
606:
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2011:
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over another, the reaction is selective. This reaction is regioselective because it selectively generates one
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2351:
1871:
1674:
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1205:
1035:
771:
491:
453:
142:
110:
under certain conditions, many of which are named. Among the first introduced to chemistry students are
100:
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111:
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2001:
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1818:
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292:
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2536:
2521:
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1906:
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1005:
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821:
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96:
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3379:
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2741:
2626:
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2551:
2316:
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2211:
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2186:
2181:
2126:
2036:
1886:
1748:
1738:
1644:
1430:
1375:
1305:
1225:
1120:
1020:
955:
880:
726:
591:
526:
221:
167:
511:
146:
3116:
2436:
2321:
2286:
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2196:
2151:
2111:
2066:
2046:
1996:
1991:
1961:
1946:
1856:
1763:
1699:
1664:
1490:
1365:
1240:
1165:
1145:
1060:
895:
890:
836:
746:
651:
611:
566:
448:
443:
408:
276:
266:
260:
236:
231:
107:
80:
33:
3650:
3495:
3465:
3409:
3334:
3266:
3021:
2971:
2816:
2621:
2396:
2391:
2336:
2326:
2101:
1911:
1891:
1861:
1758:
1694:
1679:
1510:
1465:
1455:
1445:
1340:
1320:
1315:
1300:
1295:
1175:
1170:
1110:
1095:
1085:
930:
920:
786:
776:
766:
676:
671:
646:
586:
397:
351:
305:
Regioselectivity in
Organic Synthesis: Preparation of the Bromohydrin of alpha-Methylstyrene
211:
61:
53:
3560:
3251:
3086:
3081:
2376:
2361:
2306:
2261:
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2171:
2136:
2131:
2076:
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2006:
1956:
1876:
1704:
1588:
1563:
1525:
1500:
1485:
1470:
1405:
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1230:
1220:
1200:
1160:
970:
960:
945:
741:
661:
486:
481:
199:
171:
106:
Various examples of regioselectivity have been formulated as rules for certain classes of
531:
501:
3565:
3475:
3414:
2506:
2416:
2386:
2161:
2016:
1753:
1530:
1400:
1215:
1185:
885:
781:
556:
418:
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3121:
3016:
2811:
2201:
2166:
2156:
2091:
2081:
1971:
1808:
1624:
1335:
1310:
1180:
826:
811:
796:
691:
621:
601:
516:
41:
174:
reaction. In this reaction, an oxygen is regioselectively inserted near an adjacent
2616:
1976:
1728:
1505:
1105:
905:
756:
751:
616:
471:
183:
1115:
761:
731:
496:
256:
150:
131:
127:
69:
3399:
2926:
2276:
365:
17:
280:
262:
Advanced
Organic Chemistry: Reactions, Mechanisms, and Structure, 3rd edition
806:
476:
307:
Brad
Andersh, Kathryn N. Kilby, Meghan E. Turnis, and Drew L. Murphy 102
187:
175:
355:
466:
186:, this oxygen was preferentially inserted between the carbonyl and the
164:
135:
65:
45:
27:
Preference of chemical bonding or breaking in one direction over others
191:
179:
119:
49:
156:
Regioselectivity can also be applied to specific reactions such as
293:
http://www.chem.ucalgary.ca/courses/351/Carey5th/Ch06/ch6-0-1.html
195:
115:
850:
369:
332:
FĂĽrst, A.; Plattner, P. A. Helv. Chim. Acta 1949, 32, 275
3541:
Erlenmeyer–Plöchl azlactone and amino-acid synthesis
3448:
3275:
2910:
2425:
1920:
1837:
1717:
1597:
1549:
859:
95:Because of the preference for the formation of one
2602:Divinylcyclopropane-cycloheptadiene rearrangement
2862:Thermal rearrangement of aromatic hydrocarbons
1496:Thermal rearrangement of aromatic hydrocarbons
3591:Lectka enantioselective beta-lactam synthesis
381:
8:
3370:Inverse electron-demand Diels–Alder reaction
1191:Heterogeneous metal catalyzed cross-coupling
2712:Lobry de Bruyn–Van Ekenstein transformation
3272:
1546:
847:
388:
374:
366:
3202:Petrenko-Kritschenko piperidone synthesis
2657:Fritsch–Buttenberg–Wiechell rearrangement
3365:Intramolecular Diels–Alder cycloaddition
344:Journal of the American Chemical Society
295:Regioselectivity & Stereoselectivity
248:
3385:Metal-centered cycloaddition reactions
3037:Debus–Radziszewski imidazole synthesis
981:Bodroux–Chichibabin aldehyde synthesis
3531:Diazoalkane 1,3-dipolar cycloaddition
3435:Vinylcyclopropane (5+2) cycloaddition
3340:Diazoalkane 1,3-dipolar cycloaddition
3112:Hurd–Mori 1,2,3-thiadiazole synthesis
2607:Dowd–Beckwith ring-expansion reaction
1774:Hurd–Mori 1,2,3-thiadiazole synthesis
687:LFER solvent coefficients (data page)
7:
2342:Sharpless asymmetric dihydroxylation
1579:Methoxymethylenetriphenylphosphorane
2467:Allen–Millar–Trippett rearrangement
3606:Nitrone-olefin (3+2) cycloaddition
3601:Niementowski quinazoline synthesis
3390:Nitrone-olefin (3+2) cycloaddition
3315:Azide-alkyne Huisgen cycloaddition
3177:Niementowski quinazoline synthesis
2932:Azide-alkyne Huisgen cycloaddition
2237:Meerwein–Ponndorf–Verley reduction
1789:Leimgruber–Batcho indole synthesis
25:
3430:Trimethylenemethane cycloaddition
3132:Johnson–Corey–Chaykovsky reaction
2997:Cadogan–Sundberg indole synthesis
2977:Bohlmann–Rahtz pyridine synthesis
2937:Baeyer–Emmerling indole synthesis
1744:Cadogan–Sundberg indole synthesis
1236:Johnson–Corey–Chaykovsky reaction
3526:Cook–Heilbron thiazole synthesis
3355:Hexadehydro Diels–Alder reaction
3182:Niementowski quinoline synthesis
3012:Cook–Heilbron thiazole synthesis
2957:Bischler–Möhlau indole synthesis
2867:Tiffeneau–Demjanov rearrangement
2497:Baker–Venkataraman rearrangement
1655:Horner–Wadsworth–Emmons reaction
1326:Mizoroki-Heck vs. Reductive Heck
1211:Horner–Wadsworth–Emmons reaction
722:Neighbouring group participation
87:
3062:Fiesselmann thiophene synthesis
2892:Westphalen–Lettré rearrangement
2872:Vinylcyclopropane rearrangement
2702:Kornblum–DeLaMare rearrangement
2347:Epoxidation of allylic alcohols
2257:Noyori asymmetric hydrogenation
2192:Kornblum–DeLaMare rearrangement
1867:Gallagher–Hollander degradation
3521:Chichibabin pyridine synthesis
3007:Chichibabin pyridine synthesis
2967:Blum–Ittah aziridine synthesis
2802:Ring expansion and contraction
1071:Cross dehydrogenative coupling
1:
3491:Bischler–Napieralski reaction
3449:Heterocycle forming reactions
3102:Hemetsberger indole synthesis
2962:Bischler–Napieralski reaction
2877:Wagner–Meerwein rearrangement
2847:Sommelet–Hauser rearrangement
2827:Seyferth–Gilbert homologation
2692:Ireland–Claisen rearrangement
2687:Hofmann–Martius rearrangement
2447:2,3-sigmatropic rearrangement
2062:Corey–Winter olefin synthesis
1987:Barton–McCombie deoxygenation
1630:Corey–Winter olefin synthesis
1584:Seyferth–Gilbert homologation
1451:Seyferth–Gilbert homologation
309:Journal of Chemical Education
77:halohydrin formation reaction
3596:Lehmstedt–Tanasescu reaction
3556:Gabriel–Colman rearrangement
3511:Bucherer carbazole synthesis
3506:Borsche–Drechsel cyclization
3486:Bernthsen acridine synthesis
3471:Bamberger triazine synthesis
3456:Algar–Flynn–Oyamada reaction
3167:Nazarov cyclization reaction
3032:De Kimpe aziridine synthesis
2987:Bucherer carbazole synthesis
2982:Borsche–Drechsel cyclization
2752:Nazarov cyclization reaction
2732:Meyer–Schuster rearrangement
2662:Gabriel–Colman rearrangement
2412:Wolffenstein–Böters reaction
2297:Reduction of nitro compounds
2147:Grundmann aldehyde synthesis
1952:Algar–Flynn–Oyamada reaction
1361:Olefin conversion technology
1356:Nozaki–Hiyama–Kishi reaction
1151:Gabriel–Colman rearrangement
1041:Claisen-Schmidt condensation
986:Bouveault aldehyde synthesis
64:, or where on a substituted
3571:Hantzsch pyridine synthesis
3350:Enone–alkene cycloadditions
3172:Nenitzescu indole synthesis
3092:Hantzsch pyridine synthesis
3057:Ferrario–Ackermann reaction
2707:Kowalski ester homologation
2672:Halogen dance rearrangement
2517:Benzilic acid rearrangement
1942:Akabori amino-acid reaction
1902:Von Braun amide degradation
1847:Barbier–Wieland degradation
1799:Nenitzescu indole synthesis
1779:Kharasch–Sosnovsky reaction
1670:Julia–Kocienski olefination
1574:Kowalski ester homologation
1271:Kowalski ester homologation
1246:Julia–Kocienski olefination
1001:Cadiot–Chodkiewicz coupling
926:Aza-Baylis–Hillman reaction
871:Acetoacetic ester synthesis
582:Dynamic binding (chemistry)
572:Conrotatory and disrotatory
547:Charge remote fragmentation
163:Selectivity also occurs in
114:for the addition of protic
48:will affect, such as which
3701:
3636:Robinson–Gabriel synthesis
3586:Kröhnke pyridine synthesis
3420:Retro-Diels–Alder reaction
3360:Imine Diels–Alder reaction
3147:Kröhnke pyridine synthesis
2762:Newman–Kwart rearrangement
2737:Mislow–Evans rearrangement
2647:Fischer–Hepp rearrangement
2592:Di-Ď€-methane rearrangement
2372:Stephen aldehyde synthesis
2107:Eschweiler–Clarke reaction
1824:Williamson ether synthesis
1141:Fujiwara–Moritani reaction
1046:Combes quinoline synthesis
1011:Carbonyl olefin metathesis
712:More O'Ferrall–Jencks plot
637:Grunwald–Winstein equation
607:Electron-withdrawing group
542:Catalytic resonance theory
3646:Urech hydantoin synthesis
3626:Pomeranz–Fritsch reaction
3551:Fischer oxazole synthesis
3285:1,3-Dipolar cycloaddition
3257:Urech hydantoin synthesis
3227:Reissert indole synthesis
3212:Pomeranz–Fritsch reaction
3142:Knorr quinoline synthesis
3072:Fischer oxazole synthesis
3002:Camps quinoline synthesis
2922:1,3-Dipolar cycloaddition
2822:Semipinacol rearrangement
2797:Ramberg–Bäcklund reaction
2782:Piancatelli rearrangement
2722:McFadyen–Stevens reaction
2477:Alpha-ketol rearrangement
2232:McFadyen–Stevens reaction
2177:Kiliani–Fischer synthesis
2097:Elbs persulfate oxidation
2022:Bouveault–Blanc reduction
1982:Baeyer–Villiger oxidation
1814:Schotten–Baumann reaction
1690:Ramberg–Bäcklund reaction
1569:Kiliani–Fischer synthesis
1411:Ramberg–Bäcklund reaction
1396:Pinacol coupling reaction
1391:Piancatelli rearrangement
1286:Liebeskind–Srogl coupling
1136:Fujimoto–Belleau reaction
853:List of organic reactions
717:Negative hyperconjugation
462:
404:
3621:Pictet–Spengler reaction
3536:Einhorn–Brunner reaction
3501:Boger pyridine synthesis
3395:Oxo-Diels–Alder reaction
3310:Aza-Diels–Alder reaction
3207:Pictet–Spengler reaction
3107:Hofmann–Löffler reaction
3097:Hegedus indole synthesis
3067:Fischer indole synthesis
2942:Bartoli indole synthesis
2897:Willgerodt rearrangement
2727:McLafferty rearrangement
2637:Ferrier carbocyclization
2452:2,3-Wittig rearrangement
2442:1,2-Wittig rearrangement
2282:Parikh–Doering oxidation
2272:Oxygen rebound mechanism
1937:Adkins–Peterson reaction
1829:Yamaguchi esterification
1769:Hegedus indole synthesis
1734:Bartoli indole synthesis
1605:Bamford–Stevens reaction
1521:Weinreb ketone synthesis
1481:Stork enamine alkylation
1256:Knoevenagel condensation
1126:Ferrier carbocyclization
1016:Castro–Stephens coupling
642:Hammett acidity function
632:Free-energy relationship
577:Curtin–Hammett principle
562:Conformational isomerism
311:• Vol. 85 No. 1 January
75:A specific example is a
3581:Knorr pyrrole synthesis
3516:Bucherer–Bergs reaction
3461:Allan–Robinson reaction
3440:Wagner-Jauregg reaction
3232:Ring-closing metathesis
3157:Larock indole synthesis
3137:Knorr pyrrole synthesis
2992:Bucherer–Bergs reaction
2857:Stieglitz rearrangement
2837:Skattebøl rearrangement
2807:Ring-closing metathesis
2667:Group transfer reaction
2632:Favorskii rearrangement
2572:Cornforth rearrangement
2502:Bamberger rearrangement
2407:Wolff–Kishner reduction
2227:Markó–Lam deoxygenation
2122:Fleming–Tamao oxidation
2117:Fischer–Tropsch process
1804:Oxymercuration reaction
1784:Knorr pyrrole synthesis
1610:Barton–Kellogg reaction
1516:Wagner-Jauregg reaction
1436:Ring-closing metathesis
1426:Reimer–Tiemann reaction
1416:Rauhut–Currier reaction
1331:Nef isocyanide reaction
1291:Malonic ester synthesis
1261:Knorr pyrrole synthesis
1196:High dilution principle
1131:Friedel–Crafts reaction
1066:Cross-coupling reaction
991:Bucherer–Bergs reaction
976:Blanc chloromethylation
966:Blaise ketone synthesis
941:Baylis–Hillman reaction
936:Barton–Kellogg reaction
911:Allan–Robinson reaction
817:Woodward–Hoffmann rules
552:Charge-transfer complex
103:rather than the other.
3546:Feist–Benary synthesis
3320:Bradsher cycloaddition
3290:4+4 Photocycloaddition
3247:Simmons–Smith reaction
3192:Paternò–Büchi reaction
3052:Feist–Benary synthesis
3042:Dieckmann condensation
2792:Pummerer rearrangement
2772:Oxy-Cope rearrangement
2747:Myers allene synthesis
2697:Jacobsen rearrangement
2612:Electrocyclic reaction
2587:Demjanov rearrangement
2542:Buchner ring expansion
2512:Beckmann rearrangement
2492:Aza-Cope rearrangement
2487:Arndt–Eistert reaction
2462:Alkyne zipper reaction
2382:Transfer hydrogenation
2357:Sharpless oxyamination
2332:Selenoxide elimination
2217:Lombardo methylenation
2142:Griesbaum coozonolysis
2052:Corey–Itsuno reduction
2027:Boyland–Sims oxidation
1967:Angeli–Rimini reaction
1615:Boord olefin synthesis
1559:Arndt–Eistert reaction
1551:Homologation reactions
1351:Nitro-Mannich reaction
1266:Kolbe–Schmitt reaction
1076:Cross-coupling partner
996:Buchner ring expansion
916:Arndt–Eistert reaction
682:Kinetic isotope effect
429:Rearrangement reaction
158:addition to pi ligands
143:ring-closure reactions
3405:Pauson–Khand reaction
3242:Sharpless epoxidation
3197:Pechmann condensation
3077:Friedländer synthesis
3027:Davis–Beirut reaction
2882:Wallach rearrangement
2852:Stevens rearrangement
2787:Pinacol rearrangement
2767:Overman rearrangement
2682:Hofmann rearrangement
2677:Hayashi rearrangement
2642:Ferrier rearrangement
2597:Dimroth rearrangement
2582:Curtius rearrangement
2577:Criegee rearrangement
2557:Claisen rearrangement
2547:Carroll rearrangement
2482:Amadori rearrangement
2472:Allylic rearrangement
2352:Sharpless epoxidation
2087:Dess–Martin oxidation
2012:Bohn–Schmidt reaction
1872:Hofmann rearrangement
1675:Kauffmann olefination
1598:Olefination reactions
1536:Wurtz–Fittig reaction
1371:Palladium–NHC complex
1251:Kauffmann olefination
1206:Homologation reaction
1056:Corey–House synthesis
1036:Claisen rearrangement
832:Yukawa–Tsuno equation
792:Swain–Lupton equation
772:Spherical aromaticity
707:Möbius–Hückel concept
492:Aromatic ring current
454:Substitution reaction
227:Keto–enol tautomerism
170:, for example in the
101:constitutional isomer
40:is the preference of
3611:Paal–Knorr synthesis
3481:Barton–Zard reaction
3425:Staudinger synthesis
3375:Ketene cycloaddition
3345:Diels–Alder reaction
3325:Cheletropic reaction
3305:Alkyne trimerisation
3187:Paal–Knorr synthesis
3152:Kulinkovich reaction
3127:Jacobsen epoxidation
3047:Diels–Alder reaction
2842:Smiles rearrangement
2832:Sigmatropic reaction
2717:Lossen rearrangement
2567:Corey–Fuchs reaction
2532:Boekelheide reaction
2527:Bergmann degradation
2457:Achmatowicz reaction
2242:Methionine sulfoxide
2042:Clemmensen reduction
2002:Bergmann degradation
1932:Acyloin condensation
1897:Strecker degradation
1852:Bergmann degradation
1819:Ullmann condensation
1685:Peterson olefination
1660:Hydrazone iodination
1640:Elimination reaction
1541:Zincke–Suhl reaction
1461:Sonogashira coupling
1421:Reformatsky reaction
1381:Peterson olefination
1346:Nierenstein reaction
1276:Kulinkovich reaction
1091:Diels–Alder reaction
1051:Corey–Fuchs reaction
1031:Claisen condensation
901:Alkyne trimerisation
876:Acyloin condensation
842:ÎŁ-bishomoaromaticity
802:Thorpe–Ingold effect
414:Elimination reaction
217:Cryptoregiochemistry
141:Regioselectivity in
126:for the addition of
3631:Prilezhaev reaction
3616:Pellizzari reaction
3295:(4+3) cycloaddition
3262:Van Leusen reaction
3237:Robinson annulation
3222:Pschorr cyclization
3217:Prilezhaev reaction
2947:Bergman cyclization
2902:Wolff rearrangement
2887:Weerman degradation
2777:Pericyclic reaction
2757:Neber rearrangement
2652:Fries rearrangement
2537:Brook rearrangement
2522:Bergman cyclization
2367:Staudinger reaction
2312:Rosenmund reduction
2302:Reductive amination
2267:Oppenauer oxidation
2057:Corey–Kim oxidation
2032:Cannizzaro reaction
1907:Weerman degradation
1882:Isosaccharinic acid
1794:Mukaiyama hydration
1650:Hofmann elimination
1635:Dehydrohalogenation
1620:Chugaev elimination
1441:Robinson annulation
1386:Pfitzinger reaction
1156:Gattermann reaction
1101:Wulff–Dötz reaction
1081:Dakin–West reaction
1006:Carbonyl allylation
951:Bergman cyclization
737:Kennedy J. P. Orton
657:Hammond's postulate
627:Flippin–Lodge angle
597:Electromeric effect
522:Beta-silicon effect
507:Baker–Nathan effect
356:10.1021/ja00711a079
265:, New York: Wiley,
124:FĂĽrst-Plattner rule
3380:McCormack reaction
3330:Conia-ene reaction
3162:Madelung synthesis
2952:Biginelli reaction
2742:Mumm rearrangement
2627:Favorskii reaction
2562:Cope rearrangement
2552:Chan rearrangement
2317:Rubottom oxidation
2247:Miyaura borylation
2212:Lipid peroxidation
2207:Lindgren oxidation
2187:Kornblum oxidation
2182:Kolbe electrolysis
2127:Fukuyama reduction
2037:Carbonyl reduction
1887:Marker degradation
1749:Diazonium compound
1739:Boudouard reaction
1718:Carbon-heteroatom
1645:Grieco elimination
1431:Rieche formylation
1376:Passerini reaction
1306:Meerwein arylation
1226:Hydroxymethylation
1121:Favorskii reaction
1021:Chan rearrangement
956:Biginelli reaction
881:Aldol condensation
727:2-Norbornyl cation
702:Möbius aromaticity
697:Markovnikov's rule
592:Effective molarity
537:Bürgi–Dunitz angle
527:Bicycloaromaticity
222:Enantioselectivity
130:to derivatives of
112:Markovnikov's rule
3672:
3671:
3668:
3667:
3664:
3663:
3656:Wohl–Aue reaction
3300:6+4 Cycloaddition
3117:Iodolactonization
2437:1,2-rearrangement
2402:Wohl–Aue reaction
2322:Sabatier reaction
2287:Pinnick oxidation
2252:Mozingo reduction
2197:Leuckart reaction
2152:Haloform reaction
2067:Criegee oxidation
2047:Collins oxidation
1997:Benkeser reaction
1992:Bechamp reduction
1962:Andrussow process
1947:Alcohol oxidation
1857:Edman degradation
1764:Haloform reaction
1713:
1712:
1700:Takai olefination
1665:Julia olefination
1491:Takai olefination
1366:Olefin metathesis
1241:Julia olefination
1166:Grignard reaction
1146:Fukuyama coupling
1061:Coupling reaction
1026:Chan–Lam coupling
896:Alkyne metathesis
891:Alkane metathesis
747:Phosphaethynolate
652:George S. Hammond
612:Electronic effect
567:Conjugated system
449:Stereospecificity
444:Stereoselectivity
409:Addition reaction
398:organic reactions
232:Stereoselectivity
81:2-propenylbenzene
34:organic chemistry
16:(Redirected from
3692:
3651:Wenker synthesis
3641:Stollé synthesis
3496:Bobbitt reaction
3466:Auwers synthesis
3410:Povarov reaction
3335:Cyclopropanation
3273:
3267:Wenker synthesis
3022:Darzens reaction
2972:Bobbitt reaction
2817:Schmidt reaction
2622:Enyne metathesis
2397:Whiting reaction
2392:Wharton reaction
2337:Shapiro reaction
2327:Sarett oxidation
2292:Prévost reaction
2102:Emde degradation
1912:Wohl degradation
1892:Ruff degradation
1862:Emde degradation
1759:Grignard reagent
1695:Shapiro reaction
1680:McMurry reaction
1547:
1511:Ullmann reaction
1476:Stollé synthesis
1466:Stetter reaction
1456:Shapiro reaction
1446:Sakurai reaction
1341:Negishi coupling
1321:Minisci reaction
1316:Michael reaction
1301:McMurry reaction
1296:Mannich reaction
1176:Hammick reaction
1171:Grignard reagent
1111:Enyne metathesis
1096:Doebner reaction
1086:Darzens reaction
931:Barbier reaction
921:Auwers synthesis
848:
822:Woodward's rules
787:Superaromaticity
777:Spiroaromaticity
677:Inductive effect
672:Hyperconjugation
647:Hammett equation
587:Edwards equation
439:Regioselectivity
390:
383:
376:
367:
360:
359:
350:(8): 2580–2581.
339:
333:
330:
324:
321:
315:
302:
296:
290:
284:
283:
253:
212:Chemoselectivity
200:methyl benzoates
91:
62:organic molecule
42:chemical bonding
38:regioselectivity
21:
3700:
3699:
3695:
3694:
3693:
3691:
3690:
3689:
3685:Stereochemistry
3675:
3674:
3673:
3660:
3561:Gewald reaction
3444:
3271:
3252:Skraup reaction
3087:Graham reaction
3082:Gewald reaction
2913:
2906:
2428:
2421:
2377:Swern oxidation
2362:Stahl oxidation
2307:Riley oxidation
2262:Omega oxidation
2222:Luche reduction
2172:Jones oxidation
2137:Glycol cleavage
2132:Ganem oxidation
2077:Davis oxidation
2072:Dakin oxidation
2007:Birch reduction
1957:Amide reduction
1923:
1916:
1877:Hooker reaction
1839:
1833:
1721:
1719:
1709:
1705:Wittig reaction
1593:
1589:Wittig reaction
1564:Hooker reaction
1545:
1526:Wittig reaction
1501:Thorpe reaction
1486:Suzuki reaction
1471:Stille reaction
1406:Quelet reaction
1281:Kumada coupling
1231:Ivanov reaction
1221:Hydrovinylation
1201:Hiyama coupling
1161:Glaser coupling
971:Blaise reaction
961:Bingel reaction
946:Benary reaction
863:
861:
855:
846:
742:Passive binding
662:Homoaromaticity
512:Baldwin's rules
487:Antiaromaticity
482:Anomeric effect
458:
400:
394:
364:
363:
341:
340:
336:
331:
327:
322:
318:
303:
299:
291:
287:
273:
255:
254:
250:
245:
208:
172:Baeyer-Villiger
147:Baldwin's rules
72:will be added.
68:ring a further
28:
23:
22:
15:
12:
11:
5:
3698:
3696:
3688:
3687:
3677:
3676:
3670:
3669:
3666:
3665:
3662:
3661:
3659:
3658:
3653:
3648:
3643:
3638:
3633:
3628:
3623:
3618:
3613:
3608:
3603:
3598:
3593:
3588:
3583:
3578:
3573:
3568:
3566:Hantzsch ester
3563:
3558:
3553:
3548:
3543:
3538:
3533:
3528:
3523:
3518:
3513:
3508:
3503:
3498:
3493:
3488:
3483:
3478:
3476:Banert cascade
3473:
3468:
3463:
3458:
3452:
3450:
3446:
3445:
3443:
3442:
3437:
3432:
3427:
3422:
3417:
3415:Prato reaction
3412:
3407:
3402:
3397:
3392:
3387:
3382:
3377:
3372:
3367:
3362:
3357:
3352:
3347:
3342:
3337:
3332:
3327:
3322:
3317:
3312:
3307:
3302:
3297:
3292:
3287:
3281:
3279:
3270:
3269:
3264:
3259:
3254:
3249:
3244:
3239:
3234:
3229:
3224:
3219:
3214:
3209:
3204:
3199:
3194:
3189:
3184:
3179:
3174:
3169:
3164:
3159:
3154:
3149:
3144:
3139:
3134:
3129:
3124:
3119:
3114:
3109:
3104:
3099:
3094:
3089:
3084:
3079:
3074:
3069:
3064:
3059:
3054:
3049:
3044:
3039:
3034:
3029:
3024:
3019:
3014:
3009:
3004:
2999:
2994:
2989:
2984:
2979:
2974:
2969:
2964:
2959:
2954:
2949:
2944:
2939:
2934:
2929:
2924:
2918:
2916:
2908:
2907:
2905:
2904:
2899:
2894:
2889:
2884:
2879:
2874:
2869:
2864:
2859:
2854:
2849:
2844:
2839:
2834:
2829:
2824:
2819:
2814:
2809:
2804:
2799:
2794:
2789:
2784:
2779:
2774:
2769:
2764:
2759:
2754:
2749:
2744:
2739:
2734:
2729:
2724:
2719:
2714:
2709:
2704:
2699:
2694:
2689:
2684:
2679:
2674:
2669:
2664:
2659:
2654:
2649:
2644:
2639:
2634:
2629:
2624:
2619:
2614:
2609:
2604:
2599:
2594:
2589:
2584:
2579:
2574:
2569:
2564:
2559:
2554:
2549:
2544:
2539:
2534:
2529:
2524:
2519:
2514:
2509:
2507:Banert cascade
2504:
2499:
2494:
2489:
2484:
2479:
2474:
2469:
2464:
2459:
2454:
2449:
2444:
2439:
2433:
2431:
2427:Rearrangement
2423:
2422:
2420:
2419:
2417:Zinin reaction
2414:
2409:
2404:
2399:
2394:
2389:
2387:Wacker process
2384:
2379:
2374:
2369:
2364:
2359:
2354:
2349:
2344:
2339:
2334:
2329:
2324:
2319:
2314:
2309:
2304:
2299:
2294:
2289:
2284:
2279:
2274:
2269:
2264:
2259:
2254:
2249:
2244:
2239:
2234:
2229:
2224:
2219:
2214:
2209:
2204:
2199:
2194:
2189:
2184:
2179:
2174:
2169:
2164:
2162:Hydrogenolysis
2159:
2154:
2149:
2144:
2139:
2134:
2129:
2124:
2119:
2114:
2112:Étard reaction
2109:
2104:
2099:
2094:
2089:
2084:
2079:
2074:
2069:
2064:
2059:
2054:
2049:
2044:
2039:
2034:
2029:
2024:
2019:
2017:Bosch reaction
2014:
2009:
2004:
1999:
1994:
1989:
1984:
1979:
1974:
1969:
1964:
1959:
1954:
1949:
1944:
1939:
1934:
1928:
1926:
1922:Organic redox
1918:
1917:
1915:
1914:
1909:
1904:
1899:
1894:
1889:
1884:
1879:
1874:
1869:
1864:
1859:
1854:
1849:
1843:
1841:
1835:
1834:
1832:
1831:
1826:
1821:
1816:
1811:
1806:
1801:
1796:
1791:
1786:
1781:
1776:
1771:
1766:
1761:
1756:
1754:Esterification
1751:
1746:
1741:
1736:
1731:
1725:
1723:
1715:
1714:
1711:
1710:
1708:
1707:
1702:
1697:
1692:
1687:
1682:
1677:
1672:
1667:
1662:
1657:
1652:
1647:
1642:
1637:
1632:
1627:
1622:
1617:
1612:
1607:
1601:
1599:
1595:
1594:
1592:
1591:
1586:
1581:
1576:
1571:
1566:
1561:
1555:
1553:
1544:
1543:
1538:
1533:
1531:Wurtz reaction
1528:
1523:
1518:
1513:
1508:
1503:
1498:
1493:
1488:
1483:
1478:
1473:
1468:
1463:
1458:
1453:
1448:
1443:
1438:
1433:
1428:
1423:
1418:
1413:
1408:
1403:
1401:Prins reaction
1398:
1393:
1388:
1383:
1378:
1373:
1368:
1363:
1358:
1353:
1348:
1343:
1338:
1333:
1328:
1323:
1318:
1313:
1308:
1303:
1298:
1293:
1288:
1283:
1278:
1273:
1268:
1263:
1258:
1253:
1248:
1243:
1238:
1233:
1228:
1223:
1218:
1216:Hydrocyanation
1213:
1208:
1203:
1198:
1193:
1188:
1186:Henry reaction
1183:
1178:
1173:
1168:
1163:
1158:
1153:
1148:
1143:
1138:
1133:
1128:
1123:
1118:
1113:
1108:
1103:
1098:
1093:
1088:
1083:
1078:
1073:
1068:
1063:
1058:
1053:
1048:
1043:
1038:
1033:
1028:
1023:
1018:
1013:
1008:
1003:
998:
993:
988:
983:
978:
973:
968:
963:
958:
953:
948:
943:
938:
933:
928:
923:
918:
913:
908:
903:
898:
893:
888:
886:Aldol reaction
883:
878:
873:
867:
865:
860:Carbon-carbon
857:
856:
851:
845:
844:
839:
837:Zaitsev's rule
834:
829:
824:
819:
814:
809:
804:
799:
794:
789:
784:
782:Steric effects
779:
774:
769:
764:
759:
754:
749:
744:
739:
734:
729:
724:
719:
714:
709:
704:
699:
694:
689:
684:
679:
674:
669:
664:
659:
654:
649:
644:
639:
634:
629:
624:
619:
614:
609:
604:
599:
594:
589:
584:
579:
574:
569:
564:
559:
554:
549:
544:
539:
534:
529:
524:
519:
514:
509:
504:
499:
494:
489:
484:
479:
474:
469:
463:
460:
459:
457:
456:
451:
446:
441:
436:
434:Redox reaction
431:
426:
421:
419:Polymerization
416:
411:
405:
402:
401:
395:
393:
392:
385:
378:
370:
362:
361:
334:
325:
316:
297:
285:
271:
247:
246:
244:
241:
240:
239:
237:Zaitsev's rule
234:
229:
224:
219:
214:
207:
204:
145:is subject to
93:
92:
26:
24:
18:Regioselective
14:
13:
10:
9:
6:
4:
3:
2:
3697:
3686:
3683:
3682:
3680:
3657:
3654:
3652:
3649:
3647:
3644:
3642:
3639:
3637:
3634:
3632:
3629:
3627:
3624:
3622:
3619:
3617:
3614:
3612:
3609:
3607:
3604:
3602:
3599:
3597:
3594:
3592:
3589:
3587:
3584:
3582:
3579:
3577:
3576:Herz reaction
3574:
3572:
3569:
3567:
3564:
3562:
3559:
3557:
3554:
3552:
3549:
3547:
3544:
3542:
3539:
3537:
3534:
3532:
3529:
3527:
3524:
3522:
3519:
3517:
3514:
3512:
3509:
3507:
3504:
3502:
3499:
3497:
3494:
3492:
3489:
3487:
3484:
3482:
3479:
3477:
3474:
3472:
3469:
3467:
3464:
3462:
3459:
3457:
3454:
3453:
3451:
3447:
3441:
3438:
3436:
3433:
3431:
3428:
3426:
3423:
3421:
3418:
3416:
3413:
3411:
3408:
3406:
3403:
3401:
3398:
3396:
3393:
3391:
3388:
3386:
3383:
3381:
3378:
3376:
3373:
3371:
3368:
3366:
3363:
3361:
3358:
3356:
3353:
3351:
3348:
3346:
3343:
3341:
3338:
3336:
3333:
3331:
3328:
3326:
3323:
3321:
3318:
3316:
3313:
3311:
3308:
3306:
3303:
3301:
3298:
3296:
3293:
3291:
3288:
3286:
3283:
3282:
3280:
3278:
3277:Cycloaddition
3274:
3268:
3265:
3263:
3260:
3258:
3255:
3253:
3250:
3248:
3245:
3243:
3240:
3238:
3235:
3233:
3230:
3228:
3225:
3223:
3220:
3218:
3215:
3213:
3210:
3208:
3205:
3203:
3200:
3198:
3195:
3193:
3190:
3188:
3185:
3183:
3180:
3178:
3175:
3173:
3170:
3168:
3165:
3163:
3160:
3158:
3155:
3153:
3150:
3148:
3145:
3143:
3140:
3138:
3135:
3133:
3130:
3128:
3125:
3123:
3122:Isay reaction
3120:
3118:
3115:
3113:
3110:
3108:
3105:
3103:
3100:
3098:
3095:
3093:
3090:
3088:
3085:
3083:
3080:
3078:
3075:
3073:
3070:
3068:
3065:
3063:
3060:
3058:
3055:
3053:
3050:
3048:
3045:
3043:
3040:
3038:
3035:
3033:
3030:
3028:
3025:
3023:
3020:
3018:
3017:Cycloaddition
3015:
3013:
3010:
3008:
3005:
3003:
3000:
2998:
2995:
2993:
2990:
2988:
2985:
2983:
2980:
2978:
2975:
2973:
2970:
2968:
2965:
2963:
2960:
2958:
2955:
2953:
2950:
2948:
2945:
2943:
2940:
2938:
2935:
2933:
2930:
2928:
2925:
2923:
2920:
2919:
2917:
2915:
2912:Ring forming
2909:
2903:
2900:
2898:
2895:
2893:
2890:
2888:
2885:
2883:
2880:
2878:
2875:
2873:
2870:
2868:
2865:
2863:
2860:
2858:
2855:
2853:
2850:
2848:
2845:
2843:
2840:
2838:
2835:
2833:
2830:
2828:
2825:
2823:
2820:
2818:
2815:
2813:
2812:Rupe reaction
2810:
2808:
2805:
2803:
2800:
2798:
2795:
2793:
2790:
2788:
2785:
2783:
2780:
2778:
2775:
2773:
2770:
2768:
2765:
2763:
2760:
2758:
2755:
2753:
2750:
2748:
2745:
2743:
2740:
2738:
2735:
2733:
2730:
2728:
2725:
2723:
2720:
2718:
2715:
2713:
2710:
2708:
2705:
2703:
2700:
2698:
2695:
2693:
2690:
2688:
2685:
2683:
2680:
2678:
2675:
2673:
2670:
2668:
2665:
2663:
2660:
2658:
2655:
2653:
2650:
2648:
2645:
2643:
2640:
2638:
2635:
2633:
2630:
2628:
2625:
2623:
2620:
2618:
2615:
2613:
2610:
2608:
2605:
2603:
2600:
2598:
2595:
2593:
2590:
2588:
2585:
2583:
2580:
2578:
2575:
2573:
2570:
2568:
2565:
2563:
2560:
2558:
2555:
2553:
2550:
2548:
2545:
2543:
2540:
2538:
2535:
2533:
2530:
2528:
2525:
2523:
2520:
2518:
2515:
2513:
2510:
2508:
2505:
2503:
2500:
2498:
2495:
2493:
2490:
2488:
2485:
2483:
2480:
2478:
2475:
2473:
2470:
2468:
2465:
2463:
2460:
2458:
2455:
2453:
2450:
2448:
2445:
2443:
2440:
2438:
2435:
2434:
2432:
2430:
2424:
2418:
2415:
2413:
2410:
2408:
2405:
2403:
2400:
2398:
2395:
2393:
2390:
2388:
2385:
2383:
2380:
2378:
2375:
2373:
2370:
2368:
2365:
2363:
2360:
2358:
2355:
2353:
2350:
2348:
2345:
2343:
2340:
2338:
2335:
2333:
2330:
2328:
2325:
2323:
2320:
2318:
2315:
2313:
2310:
2308:
2305:
2303:
2300:
2298:
2295:
2293:
2290:
2288:
2285:
2283:
2280:
2278:
2275:
2273:
2270:
2268:
2265:
2263:
2260:
2258:
2255:
2253:
2250:
2248:
2245:
2243:
2240:
2238:
2235:
2233:
2230:
2228:
2225:
2223:
2220:
2218:
2215:
2213:
2210:
2208:
2205:
2203:
2202:Ley oxidation
2200:
2198:
2195:
2193:
2190:
2188:
2185:
2183:
2180:
2178:
2175:
2173:
2170:
2168:
2167:Hydroxylation
2165:
2163:
2160:
2158:
2157:Hydrogenation
2155:
2153:
2150:
2148:
2145:
2143:
2140:
2138:
2135:
2133:
2130:
2128:
2125:
2123:
2120:
2118:
2115:
2113:
2110:
2108:
2105:
2103:
2100:
2098:
2095:
2093:
2092:DNA oxidation
2090:
2088:
2085:
2083:
2082:Deoxygenation
2080:
2078:
2075:
2073:
2070:
2068:
2065:
2063:
2060:
2058:
2055:
2053:
2050:
2048:
2045:
2043:
2040:
2038:
2035:
2033:
2030:
2028:
2025:
2023:
2020:
2018:
2015:
2013:
2010:
2008:
2005:
2003:
2000:
1998:
1995:
1993:
1990:
1988:
1985:
1983:
1980:
1978:
1975:
1973:
1972:Aromatization
1970:
1968:
1965:
1963:
1960:
1958:
1955:
1953:
1950:
1948:
1945:
1943:
1940:
1938:
1935:
1933:
1930:
1929:
1927:
1925:
1919:
1913:
1910:
1908:
1905:
1903:
1900:
1898:
1895:
1893:
1890:
1888:
1885:
1883:
1880:
1878:
1875:
1873:
1870:
1868:
1865:
1863:
1860:
1858:
1855:
1853:
1850:
1848:
1845:
1844:
1842:
1836:
1830:
1827:
1825:
1822:
1820:
1817:
1815:
1812:
1810:
1809:Reed reaction
1807:
1805:
1802:
1800:
1797:
1795:
1792:
1790:
1787:
1785:
1782:
1780:
1777:
1775:
1772:
1770:
1767:
1765:
1762:
1760:
1757:
1755:
1752:
1750:
1747:
1745:
1742:
1740:
1737:
1735:
1732:
1730:
1727:
1726:
1724:
1720:bond forming
1716:
1706:
1703:
1701:
1698:
1696:
1693:
1691:
1688:
1686:
1683:
1681:
1678:
1676:
1673:
1671:
1668:
1666:
1663:
1661:
1658:
1656:
1653:
1651:
1648:
1646:
1643:
1641:
1638:
1636:
1633:
1631:
1628:
1626:
1625:Cope reaction
1623:
1621:
1618:
1616:
1613:
1611:
1608:
1606:
1603:
1602:
1600:
1596:
1590:
1587:
1585:
1582:
1580:
1577:
1575:
1572:
1570:
1567:
1565:
1562:
1560:
1557:
1556:
1554:
1552:
1548:
1542:
1539:
1537:
1534:
1532:
1529:
1527:
1524:
1522:
1519:
1517:
1514:
1512:
1509:
1507:
1504:
1502:
1499:
1497:
1494:
1492:
1489:
1487:
1484:
1482:
1479:
1477:
1474:
1472:
1469:
1467:
1464:
1462:
1459:
1457:
1454:
1452:
1449:
1447:
1444:
1442:
1439:
1437:
1434:
1432:
1429:
1427:
1424:
1422:
1419:
1417:
1414:
1412:
1409:
1407:
1404:
1402:
1399:
1397:
1394:
1392:
1389:
1387:
1384:
1382:
1379:
1377:
1374:
1372:
1369:
1367:
1364:
1362:
1359:
1357:
1354:
1352:
1349:
1347:
1344:
1342:
1339:
1337:
1336:Nef synthesis
1334:
1332:
1329:
1327:
1324:
1322:
1319:
1317:
1314:
1312:
1311:Methylenation
1309:
1307:
1304:
1302:
1299:
1297:
1294:
1292:
1289:
1287:
1284:
1282:
1279:
1277:
1274:
1272:
1269:
1267:
1264:
1262:
1259:
1257:
1254:
1252:
1249:
1247:
1244:
1242:
1239:
1237:
1234:
1232:
1229:
1227:
1224:
1222:
1219:
1217:
1214:
1212:
1209:
1207:
1204:
1202:
1199:
1197:
1194:
1192:
1189:
1187:
1184:
1182:
1181:Heck reaction
1179:
1177:
1174:
1172:
1169:
1167:
1164:
1162:
1159:
1157:
1154:
1152:
1149:
1147:
1144:
1142:
1139:
1137:
1134:
1132:
1129:
1127:
1124:
1122:
1119:
1117:
1114:
1112:
1109:
1107:
1104:
1102:
1099:
1097:
1094:
1092:
1089:
1087:
1084:
1082:
1079:
1077:
1074:
1072:
1069:
1067:
1064:
1062:
1059:
1057:
1054:
1052:
1049:
1047:
1044:
1042:
1039:
1037:
1034:
1032:
1029:
1027:
1024:
1022:
1019:
1017:
1014:
1012:
1009:
1007:
1004:
1002:
999:
997:
994:
992:
989:
987:
984:
982:
979:
977:
974:
972:
969:
967:
964:
962:
959:
957:
954:
952:
949:
947:
944:
942:
939:
937:
934:
932:
929:
927:
924:
922:
919:
917:
914:
912:
909:
907:
904:
902:
899:
897:
894:
892:
889:
887:
884:
882:
879:
877:
874:
872:
869:
868:
866:
862:bond forming
858:
854:
849:
843:
840:
838:
835:
833:
830:
828:
827:Y-aromaticity
825:
823:
820:
818:
815:
813:
812:Walsh diagram
810:
808:
805:
803:
800:
798:
797:Taft equation
795:
793:
790:
788:
785:
783:
780:
778:
775:
773:
770:
768:
767:ÎŁ-aromaticity
765:
763:
760:
758:
755:
753:
750:
748:
745:
743:
740:
738:
735:
733:
730:
728:
725:
723:
720:
718:
715:
713:
710:
708:
705:
703:
700:
698:
695:
693:
692:Marcus theory
690:
688:
685:
683:
680:
678:
675:
673:
670:
668:
667:HĂĽckel's rule
665:
663:
660:
658:
655:
653:
650:
648:
645:
643:
640:
638:
635:
633:
630:
628:
625:
623:
622:Evelyn effect
620:
618:
615:
613:
610:
608:
605:
603:
602:Electron-rich
600:
598:
595:
593:
590:
588:
585:
583:
580:
578:
575:
573:
570:
568:
565:
563:
560:
558:
555:
553:
550:
548:
545:
543:
540:
538:
535:
533:
530:
528:
525:
523:
520:
518:
517:Bema Hapothle
515:
513:
510:
508:
505:
503:
500:
498:
495:
493:
490:
488:
485:
483:
480:
478:
475:
473:
470:
468:
465:
464:
461:
455:
452:
450:
447:
445:
442:
440:
437:
435:
432:
430:
427:
425:
422:
420:
417:
415:
412:
410:
407:
406:
403:
399:
391:
386:
384:
379:
377:
372:
371:
368:
357:
353:
349:
345:
338:
335:
329:
326:
320:
317:
314:
310:
306:
301:
298:
294:
289:
286:
282:
278:
274:
272:9780471854722
268:
264:
263:
258:
252:
249:
242:
238:
235:
233:
230:
228:
225:
223:
220:
218:
215:
213:
210:
209:
205:
203:
201:
197:
193:
190:ring to give
189:
185:
184:acetophenones
181:
177:
173:
169:
166:
161:
159:
154:
152:
148:
144:
139:
138:derivatives.
137:
134:, especially
133:
129:
125:
121:
117:
113:
109:
104:
102:
98:
90:
86:
85:
84:
82:
78:
73:
71:
67:
63:
59:
55:
51:
47:
43:
39:
35:
30:
19:
2617:Ene reaction
1977:Autoxidation
1838:Degradation
1729:Azo coupling
1506:Ugi reaction
1106:Ene reaction
906:Alkynylation
757:Polyfluorene
752:Polar effect
617:Electrophile
532:Bredt's rule
502:Baird's rule
472:Alpha effect
438:
347:
343:
337:
328:
319:
312:
304:
300:
288:
261:
257:March, Jerry
251:
162:
155:
140:
128:nucleophiles
105:
94:
74:
37:
31:
29:
1116:Ethenolysis
762:Ring strain
732:Nucleophile
557:Clar's rule
497:Aromaticity
198:instead of
151:double bond
132:cyclohexene
70:substituent
3400:Ozonolysis
2927:Annulation
2277:Ozonolysis
396:Topics in
243:References
178:group. In
168:insertions
122:, and the
2914:reactions
2429:reactions
1924:reactions
1840:reactions
1722:reactions
864:reactions
281:642506595
194:aromatic
108:compounds
52:a strong
3679:Category
807:Vinylogy
477:Annulene
424:Reagents
259:(1985),
206:See also
188:aromatic
176:carbonyl
60:from an
58:abstract
467:A value
180:ketones
165:carbene
136:epoxide
120:alkenes
97:product
66:benzene
46:reagent
279:
269:
196:esters
192:acetyl
50:proton
116:acids
79:with
56:will
313:2008
277:OCLC
267:ISBN
54:base
352:doi
118:to
32:In
3681::
348:92
346:.
275:,
202:.
160:.
153:)
83::
36:,
389:e
382:t
375:v
358:.
354::
20:)
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