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Paper | Regular issue | Vol 53, No. 2, 2000, pp.381-386
Published online, 1st January, 1970
DOI: 10.3987/COM-99-8790
Catalytic Asymmetric Synthesis of Chiral 4-Pyrazolylalkanols by the Enantioselective Alkylation of Pyrazole-4-carbaldehydes with Dialkylzincs

Shigehisa Tanji, Harumi Aoyagi, Hayami Tabira, Itaru Sato, and Kenso Soai*

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


(1S,2R)-N,N-Dialkylnorephedrines catalyze the enantioselective alkylation of various pyrazole-4-carbaldehydes with dialkylzincs. Enantiomerically enriched secondary-4-pyrazolylalkanols with up to 95% e.e. were obtained.