Reduction of Alkyl (2-Oxocyclohexyl)acetates by Baker’s Yeast

Makoto GANAHA; Yuhei FUNABIKI; Minoru MOTOKI; Satoshi YAMAUCHI; Yoshiro KINOSHITA

doi:10.1271/bbb.62.181

Bioscience, Biotechnology, and Biochemistry

Online ISSN : 1347-6947
Print ISSN : 0916-8451

Organic Chemistry Notes

Reduction of Alkyl (2-Oxocyclohexyl)acetates by Baker’s Yeast

Makoto GANAHA, Yuhei FUNABIKI, Minoru MOTOKI, Satoshi YAMAUCHI, Yoshiro KINOSHITA

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Keywords: yeast-reduction, γ-ketoester, kinetic resolution, asymmetric reduction

JOURNAL FREE ACCESS

1998 Volume 62 Issue 1 Pages 181-184

DOI https://doi.org/10.1271/bbb.62.181

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Abstract

Baker’s yeast reduction of methyl and ethyl (2-oxocyclohexyl)acetates proceeded with enantio- and diastereo-selectivity, affording the corresponding (2S)-trans-alcohols (major), (2S)-cis-alcohols (minor), and the unaltered (1S)-ketones with high optical purity.

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