title: Catalytic enantioselective nucleophilic addition of ynamides to aldehydes.
abstract: The first catalytic asymmetric addition of ynamides to aliphatic and aromatic aldehydes is described. This reaction provides unprecedented access to a diverse family of N-substituted propargylic alcohols that are obtained in high yield and ee in the presence of 10 mol% of zinc triflate and N-methylephedrine. The use of apolar solvent mixtures is essential to avoid product racemization and to optimize ee's without compromising conversion.
authors: Department of Chemistry, Georgetown University, Washington, DC 20057, USA. cw27@georgetown.edu.
authors: Andrea M
authors: AM
authors: Cook
authors: Christian
authors: C
authors: Wolf
mesh_terms: D000447:Aldehydes / Q000737:chemistry*; D000480:Alkynes / Q000737:chemistry*; D000577:Amides / Q000737:chemistry*; D002384:Catalysis; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000447:Aldehydes; D000480:Alkynes; D000577:Amides