REDUCTION OF TRI-SUBSTITUTED AND TETRA-SUBSTITUTED OXIRANES WITH LITHIUM IN ETHYLENEDIAMINE

被引：0
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作者：
GURUDUTT, KN
RAO, S
SHAW, AK
机构：
来源：
INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY | 1991年 / 30卷 / 03期
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中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The sterically-hindered tri- and tetra-substituted oxiranes undergo reductive cleavage with lithium in ethylenediamine, generally in a facile manner, to yield isomeric alcohols. In some cases, appreciable regioselectivity leading to predominant formation of a single isomer is observed. Allylic alcohols are formed as minor products. Homolytic cleavage of C-O bond to yield stable radical anion appears to be the key-step. C-C homolysis is also noticed in case of a gem- diphenyl substituted oxirane.
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页码：345 / 346
页数：2
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