Zn-alkynylide additions to acyl iminiums

Org Lett. 2004 Apr 29;6(9):1497-9. doi: 10.1021/ol049578u.

Abstract

[reaction: see text] A new addition reaction of zinc-alkynylides to N-acyl and N-phosphinoyl iminiums is reported. These can be prepared in situ from imines with acid halides in the presence of a Zn-acetylide. The reaction is general with regard to imine, alkyne, and acid halides, allowing access to a large number of differentially protected propargylic amines.