使用（-）-奎宁作为手性辅剂的亚砜亚胺的不对称合成。

Asymmetric synthesis of sulfinamides using (-)-quinine as chiral auxiliary.

机构信息

Department of Chemical Development, Boehringer Ingelheim Pharmaceuticals, Inc., 900 Ridgebury Road, Ridgefield, Connecticut 06877, United States.

出版信息

J Org Chem. 2012 Jan 6;77(1):690-5. doi: 10.1021/jo201825b. Epub 2011 Dec 14.

DOI:10.1021/jo201825b

PMID:22126231

Abstract

A process has been designed and demonstrated for the asymmetric synthesis of sulfinamides using quinine as auxiliary. A variety of chiral sulfinamides including N-alkyl sulfinamides with diverse structure were prepared in good yields and excellent enantioselectivity starting from easily available and inexpensive reagents. The auxiliary quinine could be recovered and recycled.

摘要

已设计并展示了一种使用奎宁作为辅助剂的手性亚砜不对称合成方法。该方法以易得且廉价的试剂为起始原料，通过该方法可以高收率和优异的对映选择性制备包括具有不同结构的 N-烷基亚砜在内的各种手性亚砜。辅助用奎宁可以回收和再循环。