Enantioselective one-pot three-component synthesis of propargylamines

Org Lett. 2006 May 25;8(11):2405-8. doi: 10.1021/ol060793f.

Abstract

[reaction: see text] A copper(I) complex of i-Pr-pybox-diPh has been found to be an efficient catalyst for an enantioselective one-pot three-component synthesis of propargylamines from aldehydes, amines, and alkynes. The reaction has been applied to a wide variety of aromatic aldehydes with excellent yields (up to 99%) and enantiomeric excesses (up to 99% ee). A transition-state model has been proposed to explain the stereochemical outcome of the reaction.