SYNTHESIS OF ALPHA-(ALKOXYSILYL)ACETIC ESTERS - A ROUTE TO 1,2-DIOLS

被引:38
作者
ANDREY, O [1 ]
LANDAIS, Y [1 ]
PLANCHENAULT, D [1 ]
WEBER, V [1 ]
机构
[1] UNIV LAUSANNE,COLL PROPEDEUT,INST CHIM ORGAN,CH-1015 LAUSANNE,SWITZERLAND
关键词
D O I
10.1016/0040-4020(95)00763-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An easy route to alpha-(alkoxysilyl)acetic esters and their utilization is described. It involves a two-step sequence carried out in one pot : Rhodium catalyzed SI-H insertion of a carbenoid, generated by decomposition of N(2)CHCO(2)Et, followed by a nucleophilic attack onto the Si-CI bond by an alcohol. Alkylation of the title esters,reduction of the ester function and finally oxidation of the C-SI bond provide a facile entry to 1,2-diols.
引用
收藏
页码:12083 / 12096
页数:14
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