Syntheses of (+)- and (−)-Dihydropinidine and (+)- and (−)-Epidihydropinidine by Using Yeast Reduction of Methyl (2-oxocyclohexyl)acetate

Satoshi YAMAUCHI; Shunji MORI; Yoshio HIRAI; Yoshiro KINOSHITA

doi:10.1271/bbb.68.676

Bioscience, Biotechnology, and Biochemistry

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

Organic Chemistry Regular Papers

Syntheses of (+)- and (−)-Dihydropinidine and (+)- and (−)-Epidihydropinidine by Using Yeast Reduction of Methyl (2-oxocyclohexyl)acetate

Satoshi YAMAUCHI, Shunji MORI, Yoshio HIRAI, Yoshiro KINOSHITA

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Keywords: dihydropinidine, epidihydropinidine, yeast reduction

JOURNAL FREE ACCESS

2004 Volume 68 Issue 3 Pages 676-684

DOI https://doi.org/10.1271/bbb.68.676

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Abstract

(+) and (−)-Dihydropinidine and (+)- and (−)-epidihydropinidine were synthesized from hydroxy esters 1 and 2 which had been prepared by yeast reduction of methyl (2-oxocyclohexyl)acetate. The enantiomeric excess at the C-1 positions of 1 and 2 were both determined as more than 99% ee.

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