title: First enantioselective organocatalytic conjugate addition of aldehydes to vinyl phosphonates.
abstract: Chiral amines catalyze the enantioselective conjugate addition of aldehydes to vinyl phosphonates in high yields and with enantioselectivities up to 97% ee. This novel process provides synthetically useful chiral gamma-geminal phosphonate aldehydes which can be easily converted in a few steps into chiral beta-substituted vinyl phosphonates with conservation of the optical purity.
authors: Department of Organic Chemistry, University of Geneva, 30 quai Ernest Ansermet, CH-1211 Geneva 4, Switzerland.
authors: Sarah
authors: S
authors: Sulzer-Mossé
authors: Matthieu
authors: M
authors: Tissot
authors: Alexandre
authors: A
authors: Alexakis
mesh_terms: D000447:Aldehydes / Q000737:chemistry*; D002384:Catalysis; D048289:Imidazolidines / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D063065:Organophosphonates / Q000737:chemistry*; D013237:Stereoisomerism; D014753:Vinyl Compounds / Q000138:chemical synthesis / Q000737:chemistry*
chemical_list: D000447:Aldehydes; D048289:Imidazolidines; D063065:Organophosphonates; D014753:Vinyl Compounds