Highly diastereoselective addition of alkoxyethynyl aluminium reagents to N-tert-butylsulfinyl aldimines†
Charlie Verrier,Sébastien Carret,Jean-François Poisson
Organic & Biomolecular Chemistry Pub Date : 02/18/2014 00:00:00 , DOI:10.1039/C3OB42352B
Abstract

The addition of dimethylaluminium alkoxyacetylides to Ellman's sulfinylimines is described. The reaction proceeds with excellent diastereoselectivity and high yield to produce oxygenated propargylamines in one step starting from simple dichloroenol ethers.

Graphical abstract: Highly diastereoselective addition of alkoxyethynyl aluminium reagents to N-tert-butylsulfinyl aldimines