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Paper | Special issue | Vol 59, No. 2, 2003, pp.635-643
Published online, 1st January, 1970
DOI: 10.3987/COM-02-S65
A New Chiral Pyrrolidine- and Pyrrolidinoneethanols for Enantioselective Addition of Diethylzinc to Arylaldehydes

Yuko Okuyama, Hiroto Nakano,* Mayumi Igarashi, Chizuko Kabuto, and Hiroshi Hongo

*Tohoku Pharmaceutical University, 4-4-1 Komatsushima, Aoba-ku, Sendai 981-8558, Japan

Abstract

New chiral pyrrolidineethanols and unusual type of pyrrolidinoneethanol fused bicyclo[2.2.2]octane ring systems as backbones were synthesized and were used to the addition of diethylzinc to aromatic aldehydes to afford the secondary aryl alcohols leading to enantioselectivities up to 94% ee.