Yamadazyma Farinosa IFO 10896-Mediated Reduction of 4,4-Dimethoxy-2-Butanone as the Key-Step for the Preparation of 1,3-Diols with Unsymmetrical Substituents

Takahiro Yamazaki Department of Chemistry, Keio University, 3-14-1 Hiyoshi, Kohoku-ku, Yokohama, 223–8522, Japan

Atsuhito Kuboki Department of Chemistry, Keio University, 3-14-1 Hiyoshi, Kohoku-ku, Yokohama, 223–8522, Japan

Hiromichi Ohta Department of Chemistry, Keio University, 3-14-1 Hiyoshi, Kohoku-ku, Yokohama, 223–8522, Japan

Thomas M. Mitzel Evans Chemical Laboratories, The Ohio State University, Columbus, Ohio, 43210, USA

Leo A. Paquette Evans Chemical Laboratories, The Ohio State University, Columbus, Ohio, 43210, USA

Takeshi Sugai Department of Chemistry, Keio University, 3-14-1 Hiyoshi, Kohoku-ku, Yokohama, 223–8522, Japan

Abstract

(R)-4,4-Dimethoxy-2-butanol was prepared with the action of Yamadazyma farinosa IFO 10896 on 4,4-dimethoxy-2-butanone, and subsequently converted to (2R,4R)- and (2R,4S)-isomers of 6-hepten-2,4-diol by the treatment with allyl bromide and indium in aqueous solution.

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Yamadazyma Farinosa IFO 10896-Mediated Reduction of 4,4-Dimethoxy-2-Butanone as the Key-Step for the Preparation of 1,3-Diols with Unsymmetrical Substituents

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Yamadazyma Farinosa IFO 10896-Mediated Reduction of 4,4-Dimethoxy-2-Butanone as the Key-Step for the Preparation of 1,3-Diols with Unsymmetrical Substituents

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