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

作者：Patterson Andrew W; Ellman Jonathan A^*

来源：Journal of Organic Chemistry, 2006, 71(18): 7110-7112.

DOI：10.1021/jo061160h

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.

• 出版日期2006-9-1