RADICAL ALLYLATION OF ALPHA-SILYLACETIC ESTERS

被引：14

作者：

LANDAIS, Y

PLANCHENAULT, D

机构：

[1] Institut de Chimie Organique, Université de Lausanne Collège Propédeutique

来源：

TETRAHEDRON | 1995年 / 51卷 / 44期

关键词：

D O I：

10.1016/0040-4020(95)00764-Y

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Allylation of the radical generated from alpha-silyl-alpha-phenylselenoacetic esters with various allyltributyltin substrates led to good yields of the corresponding homoallylsilanes. A study on the nature of the radical thus generated was performed using comparative allylation rates with electronically different allyltributyltin compounds. Finally, these homoallylsilanes were converted into the corresponding homoallylic-1,2-diols after reduction of the ester function and oxidation of the C-Si bond.

引用

页码：12097 / 12108

页数：12

共 51 条

[1]

AGNEL G, 1989, SYNTHESIS-STUTTGART, P687

[2] HIGHLY STEREOSELECTIVE ACCESS TO 2,4-SUBSTITUTED AND 2,4,5-SUBSTITUTED TETRAHYDROFURANS FROM ALPHA-SILYLACETIC ESTERS - A STUDY OF HOMOALLYLIC STEREOCONTROL [J].