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Note | Regular issue | Vol 51, No. 11, 1999, pp.2753-2758
Published online, 1st January, 1970
DOI: 10.3987/COM-99-8673
1-Phenyl-2-(1-pyrrolidinyl)-1-propanol as a Chiral Catalyst for the Highly Enantioselective Addition of Dialkylzincs to Five-membered Heterocyclic Aldehydes

Itaru Sato, Takahiro Saito, Daisuke Omiya, Yoshiko Takizawa, and Kenso Soai*

*Department of Applied Chemistry, Faculty of Science, Science University of Tokyo, Kagurazaka 1-3, Shinjuku-ku, Tokyo 162-8601, Japan


(1S, 2R)- and (1R, 2S)-1-phenyl-2-(1-pyrrolidinyl)-1-propanol catalyze the enantioselective addition of dialkylzincs to furaldehydes, thiophenecarbaldehydes, and 1-(p-tosyl)-2-pyrrolecarbaldehyde to afford the corresponding enantiomerically enriched sec-alcohols with up to 87% enantiomeric excess.