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Paper | Regular issue | Vol 29, No. 11, 1989, pp.2219-2223
Published online, 1st January, 1970
DOI: 10.3987/COM-89-5185
Catalytic Asymmetric Synthesis of 2- and 3-Furylcarbinols

Kenso Soai,* Yasuhiro Kawase, and Seiji Niwa

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

Abstract

Optically active 2- and 3-furylcarbinols were synthesized in high enantiomeric excesses (up to 94% e. e.) by the enantioselective addition of dialkylzinc reagents to 2- or 3-furaldehydes using N,N-dibutylnorephedrine and (S)-diphenyl(1-methylpyrrolidin-2-yl)methanol as chiral catalysts.