Stereoselective synthesis of epoxides by reaction of donor/acceptor-substituted carbenoids with α,β-unsaturated aldehydes

被引:63
作者
Davies, HML [1 ]
DeMeese, J [1 ]
机构
[1] SUNY Buffalo, Dept Chem, Buffalo, NY 14260 USA
基金
美国国家科学基金会;
关键词
D O I
10.1016/S0040-4039(01)01415-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reaction of donor/acceptor-substituted carbenoids with alpha,beta -unsaturated aldehydes results in the highly diastereoselective synthesis of epoxides. (C) 2001 Published by Elsevier Science Ltd.
引用
收藏
页码:6803 / 6805
页数:3
相关论文
共 14 条
[11]   VINYLOXIRANE DIHYDROFURAN ISOMERIZATION - MECHANISM AND SYNTHETIC USE [J].
EBERBACH, W ;
BURCHARDT, B .
CHEMISCHE BERICHTE-RECUEIL, 1978, 111 (11) :3665-3698
[12]   Reaction of vinylcarbenoids with aldehydes: formation of vinylcarbonyl ylides followed by ring closure to oxiranes and dihydrofurans [J].
Hamaguchi, M ;
Matsubara, H ;
Nagai, T .
TETRAHEDRON LETTERS, 2000, 41 (09) :1457-1460
[13]  
Rosen T., 1991, COMPREHENSIVE ORGANI, V2, P409
[14]   OVERLAP CONTROL OF ORGANIC REACTIONS .3. THE STEREOCHEMISTRY OF THE DARZENS REACTION [J].
ZIMMERMAN, HE ;
AHRAMJIAN, L .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1960, 82 (20) :5459-5466