Asymmetric synthesis of α,α-dibranched propargylamines by acetylide additions to N-tert-butanesulfinyl ketimines

被引：50
|
作者：
Patterson, Andrew W. [1 ]
Ellman, Jonathan A. [1 ]
机构：
[1] Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2006年 / 71卷 / 18期
关键词：
D O I：
10.1021/jo061160h
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Addition of lithium acetylides prepared from 1-pentyne, phenylacetylene, and trimethylsilylacetylene to diverse N-tert-butanesulfinyl ketimines affords a range of alpha, alpha-dibranched propargyl sulfinamides in generally good yields (up to 87%) and with high diastereoselectivities (up to > 99: 1). Acidic cleavage of the tert-butanesulfinyl group provides the free alpha, alpha-dibranched propargylamines.
引用
收藏
页码：7110 / 7112
页数：3
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