Knowledge (XXG)

Cryptochirality

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The term is also used to describe a situation where an enantiomeric excess lies far below the observational horizon, but is still relevant, e.g. in highly enantiosensitive, self-amplifying reactions.
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is non-measurable. The underlying reason for the lack of rotation is the specific electronic properties of the molecule. The term was introduced by
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Chiral Discrimination of Cryptochiral Saturated Quaternary and Tertiary Hydrocarbons by Asymmetric Autocatalysis
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performed in the presence of 5-ethyl-5-propylundecane forms a secondary alcohol with a high
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of another chemical whose stereochemical nature can be measured. For example, the
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It is still possible to distinguish between the two enantiomers by using them in
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Even a slight enantiomeric excess of the alkane is rapidly amplified due to the
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Kawasaki, T.; Tanaka, H.; Tsutsumi, T.; Kasahara, T.; Sato, I.; Soai, K.
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Struijk, MP Peerlings, HWI Meijer, EW Polymer Preprints 37(2), 497–498 (
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having lobes of different sizes attached to a central core.
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of 2-(3,3-dimethylbut-1-ynyl)pyrimidine-5-carbaldehyde with
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based on the major enantiomer of the alkane that was used.
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5-ethyl-5-propylundecane found in certain species of
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Index

stereochemistry
chirality
specific rotation
Kurt Mislow
alkane
Phaseolus vulgaris
quaternary carbon
Enantiomers of 5-ethyl-5-propylundecane
asymmetric synthesis
Soai reaction
diisopropylzinc
enantiomeric excess

autocatalytic
polymeric
initiators
dendrimers
J. Am. Chem. Soc.
doi
10.1021/ja061429e
Article
https://doi.org/10.1135/cccc20030849
Stub icon
stereochemistry
stub
expanding it
v
t
e
Categories

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