REMARKABLE DEPENDENCY OF THE REGIOSELECTIVITY IN THE RING-OPENING OF ALPHA,BETA-EPOXYKETONES UPON TIN HALIDE-LEWIS BASE COMPLEXES AS CATALYSTS

被引：14

作者：

SHIBATA, I

YOSHIMURA, N

BABA, A

MATSUDA, H

机构：

[1] Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka, 565

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 47期

关键词：

D O I：

10.1016/S0040-4039(00)60859-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Tin halide-base complexes are used as catalysts for controlling the regioselectivity in the reaction of alpha,beta-epoxyketones with electrophiles. Bu2SnX2-Ph3P complex caused the cleavage of the C-O bond adjacent to the carbonyl group. SnCl2-base complex resulted in the opposite regioselectivity. By using PhCOCl and TsN=C=O as electrophiles, haloesters and 2-oxazolidone were obtained.

引用

页码：7149 / 7152

页数：4

共 7 条

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