Intramolecular anti-hydrosilylation and silicon-assisted cross-coupling: Highly regio- and stereoselective synthesis of trisubstituted homoallylic alcohols

被引：67

作者：

Denmark, SE ^{[1
]}

Pan, WT ^{[1
]}

机构：

[1] Univ Illinois, Dept Chem, Roger Adams Lab 245, Urbana, IL 61801 USA

来源：

ORGANIC LETTERS | 2002年 / 4卷 / 23期

关键词：

D O I：

10.1021/ol026933c

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] A highly regio- and stereoselective anti-intramolecular hydrosilylation of alkynyl silyl ethers catalyzed by a ruthenium arene complex has been developed. The resultant (2)-alkylidenesilacyclopentanes are efficiently coupled with aryl or alkenyl halides in the presence of tetrabutylammonium fluoride and a palladium(0) catalyst. The yields are generally good, and the reaction is compatible with a wide range of functional groups. The overall transformation achieves the stereoselective conversion of homopropargyl alcohols to trisubstituted homoallylic alcohols.

引用

页码：4163 / 4166

页数：4

共 38 条

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