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[Stereoisomeric aromatic compounds XIX: Asymmetric reduction of 4(5)-oxocarboxylic acids with baker's yeast].

作者信息

Gessner M, Günther C, Mosandl A

机构信息

Institut für Pharmazie und Lebensmittelchemie der Universität Würzburg, Bundesrepublik Deutschland.

出版信息

Z Naturforsch C J Biosci. 1987 Nov-Dec;42(11-12):1159-64.

PMID:2966499
Abstract

Asymmetric reduction of 4(5)-oxocarboxylic acids (esters) by baker's yeast and cyclization in acidic media yields optically active gamma(delta)-lactones. The evaluation of their chirality and optical purity was carried out by HPLC (HRGC) analysis of the corresponding 1,4(1,5)-diols via diastereomeric esters with (R)-Mosher acid (MTPA) and (S)-O-acyllactic acids respectively. By increasing the 4(5) alkyl side chain 4R(5R) configurated gamma(delta)-lactones with high ee-values are generated.

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