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; Atsuhito Kuboki; Hiromichi Ohta; Thomas M. Mitzel; Leo A. Paquette; Takeshi Sugai

doi:10.1080/00397910008087455

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, Atsuhito Kuboki, Hiromichi Ohta, Thomas M. Mitzel, Leo A. Paquette, Takeshi Sugai

School of Pharmaceutical Sciences

Research output: Contribution to journal › Article › peer-review

7 Citations (Scopus)

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.

Original language	English
Pages (from-to)	3061-3072
Number of pages	12
Journal	Synthetic Communications
Volume	30
Issue number	16
DOIs	https://doi.org/10.1080/00397910008087455
Publication status	Published - 2000 Jan 1

ASJC Scopus subject areas

Organic Chemistry

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10.1080/00397910008087455

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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. / Yamazaki, Takahiro; Kuboki, Atsuhito; Ohta, Hiromichi; Mitzel, Thomas M.; Paquette, Leo A.; Sugai, Takeshi.

In: Synthetic Communications, Vol. 30, No. 16, 01.01.2000, p. 3061-3072.

Research output: Contribution to journal › Article › peer-review

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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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AU - Kuboki, Atsuhito

AU - Ohta, Hiromichi

AU - Mitzel, Thomas M.

AU - Paquette, Leo A.

AU - Sugai, Takeshi

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N2 - (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.

AB - (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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