Asymmetric bioreduction of racemic 5,4,7,8-tetrahydro-8-methyl-1,3-dimethoxynaphthalen-6-one to the corresponding chiral β-tetralols

被引：8

作者：

Aina, G ^{[1
]}

Nasini, G ^{[1
]}

de Pava, OV ^{[1
]}

机构：

[1] Politecn Milan, Dipartimento Chim, CNR, Ctr Studio Sostanze Organ Nat, I-20121 Milan, Italy

来源：

JOURNAL OF MOLECULAR CATALYSIS B-ENZYMATIC | 2001年 / 11卷 / 4-6期

关键词：

bioreduction; microbial screening; beta-tetralols; enantiomeric purity;

D O I：

10.1016/S1381-1177(00)00026-6

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

The synthesis of racemic 5,6,7,8-tetrahydro-8-methyl-1,3-dimethoxynaphthalen-6-one 1 was performed and the bioreduction to the corresponding beta -tetralols was studied with respect to the stereochemical course and optical purity of the products; in particular the 6S,8S enantiomer corresponding to the dimethyl derivative of the natural compound feroxidin was isolated. The biomass of: Aspergillus niger, Cladosporium cladosporioides, Candida lypolitica, Bacillus megatherium, Rhodotorula minuta, R. flava, R, rubra, Beauveria bassiana and Baker's yeast were used as biocatalysts. Relative and absolute configurations of the obtained beta -tetralols were established by comparison with those of the natural feroxidin. (C) 2001 Elsevier Science B.V. All rights reserved.

引用

页码：367 / 371

页数：5

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