用于连续非对映选择性羟醛-多卤代甲基锂加成反应的超级硅烷基团。

Super silyl group for a sequential diastereoselective aldol-polyhalomethyllithium addition reaction.

作者信息

Boxer Matthew B, Yamamoto Hisashi

机构信息

Department of Chemistry, The University of Chicago, 5735 South Ellis Avenue, Chicago, Illinois 60637, USA.

出版信息

Org Lett. 2008 Feb 7;10(3):453-5. doi: 10.1021/ol702825p. Epub 2008 Jan 9.

DOI:10.1021/ol702825p

PMID:18181637

Abstract

The super silyl group governs high diastereoselectivity and yields for a sequential aldol-polyhalomethyllithium addition reaction. This unique silyl group is necessary to obtain the diastereoselectivities associated with this sequential reaction, capable of generating two new stereocenters. Alpha-polyhalomethylcarbinols are generated with the simple and inexpensive dihalomethanes and trihalomethanes.

摘要

超级硅烷基在顺序进行的羟醛-多卤代甲基锂加成反应中控制着高非对映选择性和产率。这种独特的硅烷基对于获得与该顺序反应相关的非对映选择性是必要的，该反应能够产生两个新的立体中心。α-多卤代甲基甲醇可由简单且廉价的二卤甲烷和三卤甲烷生成。