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

1979; Oxford University Press; Volume: 8; Issue: 5 Linguagem: Inglês

10.1246/cl.1979.447

1348-0715

Teruaki Mukaiyama, Keisuke Suzuki, Kenso Soai, Toshio Sato,

Analytical Chemistry and Chromatography

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.