SYNTHESIS AND STEREOCHEMISTRY OF OPTICALLY-ACTIVE SELENONIUM IMIDES

被引：28

作者：

KAMIGATA, N

TAKA, H

MATSUHISA, A

MATSUYAMA, H

SHIMIZU, T

机构：

[1] Department of Chemistry, Faculty of Science, Tokyo Metropolitan University, Hachioji

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1994年 / 16期

关键词：

D O I：

10.1039/p19940002257

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Diastereoisomeric mixtures of 4-[(-)-menthyloxycarbonyl]phenyl(methyl)selenonium-N-toluene-4'- sulfonimides (dia.-1) and 4-[(-)-menthyloxycarbonyl]phenyl(2',4',6'-triisopropylphenyl) selenonium-N-toluene-4''-sulfonimides (dia.-7) were synthesized. Optical resolution by the fractional recrystallization of dia.-7 from methanol gave the optically pure (-)-selenonium imide as stable crystals. The absolute configuration around the selenium atom was determined to be S based on the CD spectra. The kinetics for the epimerization by pyramidal inversion of the optically active selenonium imide were studied.

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页码：2257 / 2264

页数：8

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