New ureas containing glycosyl and diphenylphosphinyl scaffolds: Synthesis and the first attempts to use them in asymmetric synthesis

Abstract

Chiral ureas containing glycosyl and diphenylphosphinyl scaffolds were found to be an effective organocatalyst. They were synthesised in high yields by a one-pot tandem Staudinger/aza-Wittig coupling reaction. The first attempts of using them in asymmetric synthesis are presented. Yields of the Morita-Baylis-Hillman reaction were moderate with an enantiomeric excess of up to 80%. © 2014 Elsevier Ltd. All rights reserved.