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if the priorities increase in anti-clockwise order; note that the designation of the resulting chiral center as
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pointed out that when a symmetrical molecule is placed in an asymmetric environment, such as the surface of an
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if, when looking at that face, the substituents at the trigonal atom are arranged in increasing
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sp-hybridized atom can be converted to a chiral center when a substituent is added to the
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306:"Interpretation of Experiments on Metabolic processes, using Isotopic Tracer Elements"
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97:-R substituent to higher priority than the other identical substituent results in an
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The concept of prochirality is necessary for understanding some aspects of enzyme
279:
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66:. An achiral species which can be converted to a chiral in two steps is called
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283:, 2nd ed. (the "Gold Book") (1997). Online corrected version: (2006–) "
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chirality center at the original sp-hybridized atom, and analogously for the
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Ability of an achiral molecule to be made chiral in one step
93:-S are used to distinguish between the two. Promoting the
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molecules are those that can be converted from achiral to
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priority order (1 to 2 to 3) in a clockwise order, and
132: 'left') face of the molecule. A face is labeled
152:depends on the priority of the incoming group.
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250:Anslyn E. V. & Dennis A. D. (2005).
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203:(6th ed.). Brooks/Cole. pp.
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214:
280:Compendium of Chemical Terminology
226:Compendium of Chemical Terminology
171:as a possible intermediate in the
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254:. UCS: United states of america.
252:Modern Physical Organic Chemistry
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128: 'right' and
293:10.1351/goldbook.R05308
239:10.1351/goldbook.P04859
304:Ogston, A. G. (1948).
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173:tricarboxylate cycle
322:1948Natur.162..963O
77:are attached to an
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199:Organic Chemistry
157:stereospecificity
73:If two identical
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161:Alexander Ogston
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360:Stereochemistry
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75:substituents
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179:References
120:(from
56:prochiral
18:Prochiral
354:Category
340:18225319
195:(2008).
130:sinister
318:Bibcode
169:citrate
89:-R and
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310:Nature
285:Re, Si
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165:enzyme
126:rectus
60:chiral
36:carbon
275:IUPAC
221:IUPAC
207:–303.
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122:Latin
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336:PMID
256:ISBN
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326:doi
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