Widening the usefulness of epoxides and aziridines in synthesis

被引:56
作者
Hodgson, David M. [1 ]
Humphreys, Philip G. [1 ]
Hughes, Steven R. [1 ]
机构
[1] Univ Oxford, Chem Res Lab, Dept Chem, Oxford OX1 3TA, England
关键词
asymmetric synthesis; aziridines; carbenoids; epoxides; lithiation;
D O I
10.1351/pac200779020269
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Deprotonation of terminal epoxides and aziridines with organolithium/diamine combinations or lithium amides allows the regio- and stereoselective formation of alpha-lithiated species. Judicious choice of reaction conditions allows these species to operate as nucleophiles, enolate equivalents, vinyl cation equivalents, or carbenes.
引用
收藏
页码:269 / 279
页数:11
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