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炔烃与醛的催化不对称还原偶联：烯丙醇和α-羟基酮的对映选择性合成

Catalytic asymmetric reductive coupling of alkynes and aldehydes: enantioselective synthesis of allylic alcohols and alpha-hydroxy ketones.

作者信息

Miller Karen M, Huang Wei-Sheng, Jamison Timothy F

机构信息

Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA.

出版信息

J Am Chem Soc. 2003 Mar 26;125(12):3442-3. doi: 10.1021/ja034366y.

DOI:10.1021/ja034366y
PMID:12643701
Abstract

A highly enantioselective method for catalytic reductive coupling of alkynes and aldehydes is described. Allylic alcohols are afforded with complete E/Z selectivity, generally >95:5 regioselectivity, and in up to 96% ee. In conjunction with ozonolysis, this process is complementary to existing methods of enantioselective alpha-hydroxy ketone synthesis.

摘要

描述了一种用于炔烃和醛催化还原偶联的高度对映选择性方法。可得到具有完全E/Z选择性、通常区域选择性>95:5且对映体过量高达96%的烯丙醇。与臭氧分解相结合，该方法是对映选择性α-羟基酮合成现有方法的补充。

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