SYNTHESIS OF (+)-METHYL AND (-)-METHYL SHIKIMATE FROM BENZENE

被引：44

作者：

JOHNSON, CR

ADAMS, JP

COLLINS, MA

机构：

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1993年 / 01期

关键词：

D O I：

10.1039/p19930000001

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

cis-Cyclohexa-3,5-diene-1,2-diol 2, the product of oxidation of benzene by mutants of Pseudomonas putida, was transformed into optically pure 4 in a sequence involving asymmetrization of meso-diol 3 in organic media with Pseudomonas cepacia lipase. Alcohol 4 was converted into the title compounds by processes utilizing alpha-iodination of the derived enones 8 and 9 followed by Pd0-catalysed coupling of the alpha-iodoenones with 2-tributylstannylfuran and RuO4-catalysed oxidation of the 2-furyl groups to carboxylic acids.

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页码：1 / 2

页数：2

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