PALLADIUM-CATALYZED REACTIONS OF ALKENYLOXIRANES WITH CARBON-MONOXIDE

被引：21

作者：

SHIMIZU, I

MARUYAMA, T

MAKUTA, T

YAMAMOTO, A

机构：

[1] Department of Applied Chemistry, School of Science and Engineering, Waseda University, Shinjuku-ku, Tokyo, 169

来源：

TETRAHEDRON LETTERS | 1993年 / 34卷 / 13期

关键词：

D O I：

10.1016/S0040-4039(00)60364-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Reaction of alkenyloxiranes with carbon monoxide in the presence of palladium catalysts gives unsaturated esters, beta-lactones, dienes, and allylic alcohols. The selectivity of the reaction depends on the nature of the alkenyloxiranes. Carbonylation products were obtained in the reaction of terminal alkenyloxiranes and alkenyloxiranes having electron-donating substituents, whereas carbonylation scarcely took place in the reaction of alkenyloxiranes having electron-withdrawing groups; dienes and allylic alcohols were produced instead of carbonylation products.

引用

页码：2135 / 2138

页数：4

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