title: 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%.
authors.affiliation: Department of Organic and Applied Chemistry, University of Łódź, Tamka 12, 91-403 Łódź, Poland. Electronic address: porwany@chemia.uni.lodz.pl.
authors.forename: Stanisław
authors.initials: S
authors.lastname: Porwański
mesh_terms: D002384:Catalysis; D060326:Chemistry Techniques, Synthetic; D006860:Hydrogen Bonding; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D011134:Polysaccharides / Q000737:chemistry*; D011392:Proline / Q000737:chemistry; D013237:Stereoisomerism; D014508:Urea / Q000138:chemical synthesis / Q000737:chemistry*
chemical_list: D011134:Polysaccharides; D014508:Urea; D011392:Proline
keywords: Chiral ligands; Organocatalysts; Saccharides; Urea