Metalated epoxides as carbenoids.: Competing C-H and C=C insertion in α-alkoxy epoxide

被引：11

作者：

Dechoux, L

Agami, C

Doris, E

Mioskowski, C

机构：

[1] CEA Saclay, Dept Biol Joliot Curie, Serv Marquage Mol & Chim Bioorgan, F-91191 Gif Sur Yvette, France

[2] Univ Paris 06, CNRS, UMR 7611, Lab Synthese Asymetr, F-75005 Paris, France

来源：

TETRAHEDRON | 2003年 / 59卷 / 49期

关键词：

carbenoids; cycloaddition; cyclopropanes; epoxides; insertion;

D O I：

10.1016/j.tet.2003.10.011

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

In a reinvestigation of the reactivity of carbenoids derived from epoxides, we studied the factors that could influence the chemoselectivity of the carbenoid insertion into vicinal C-H or C=C bond in cyclic alpha-alkoxy epoxides bearing an alkenyl side chain. This reaction gives access to bi- or tricyclic systems, respectively. (C) 2003 Elsevier Ltd. All rights reserved.

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收藏

页码：9701 / 9706

页数：6

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