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

• Tandem Staudinger/aza-Wittig reaction of a 1-azidosaccharide derivatives with amines.
• Chiral bifunctional saccharide–urea catalysts were used.
• An enantioselective Morita–Baylis–Hillman reaction is described.
• Enantioselectivity was measured by HPLC.

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%.

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