ENANTIOSELECTIVE ADDITION OF ACETYLENE TO ALDEHYDE. PREPARATION OF OPTICALLY ACTIVE ALKYNYL ALCOHOLS

Abstract
Enantioselective addition of acetylene to aldehyde was investigated by the use of (2S, 2′S)-2-hydroxymethyl-1-[(1-methylpyrrolidin-2-yl)methyl]pyrrolidine as a chiral ligand. The addition of lithium trimethylsilylacetylide to benzaldehyde afforded the corresponding alkynyl alcohol in 92% optical yield.