Bulletin of the Chemical Society of Japan
Online ISSN : 1348-0634
Print ISSN : 0009-2673
ISSN-L : 0009-2673
Mechanism of the Optical Activation of α-Substituted Carbonyl Compounds via Optically Active Immonium Salts
Hajime MatsushitaYasuko TsujinoMasao NoguchiSadao Yoshikawa
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1976 Volume 49 Issue 12 Pages 3629-3632

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Abstract

The degree of the optical activations of racemic α-substituted carbonyl compounds via the formation of optically active immonium salts and the subsequent hydrolysis were largely affected by acids used for the hydrolysis of the enamines. The ratio of the diastereomeric immonium salts depends on the temperature. There is a relationship between the configuration of the optically activated carbonyl compounds and those of amines used. These suggest that the optical activation is due to the asymmetric transformation.

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