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APPLICATIONS OF BIOTRANSFORMATIONS IN ORGANIC-SYNTHESIS - PREPARATION OF ENANTIOMERICALLY PURE ESTERS OF CIS-EPOXYSUCCINIC AND TRANS-EPOXYSUCCINIC ACID
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UNSPECIFIED (1993) APPLICATIONS OF BIOTRANSFORMATIONS IN ORGANIC-SYNTHESIS - PREPARATION OF ENANTIOMERICALLY PURE ESTERS OF CIS-EPOXYSUCCINIC AND TRANS-EPOXYSUCCINIC ACID. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 (7). pp. 805-812. ISSN 0300-922X.
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Abstract
Chemical and enzymatic procedures have been investigated for the resolution of esters of trans-epoxysuccinic acid (trans-oxirane-2,3-dicarboxylic acid). A successful resolution was achieved by transesterification of the diethyl ester against heptanol catalysed by the lipase from Rhizopus javanicus. Asymmetrization of cis-epoxysuccinic acid was achieved by enantioselective and regiospecific hydrolysis of the,racemic diethyl ester of 2-(toluene-p-sulfonyloxy)tartaric acid [(2RS,2RS)-2-hydroxy-3-(4-methylphenyl)sulfonyloxybutanoic acid], followed by esterification with 2-methylpropanol and oxirane formation.
Item Type: | Journal Article | ||||
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Subjects: | Q Science > QD Chemistry | ||||
Journal or Publication Title: | JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | ||||
Publisher: | ROYAL SOC CHEMISTRY | ||||
ISSN: | 0300-922X | ||||
Official Date: | 7 April 1993 | ||||
Dates: |
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Number: | 7 | ||||
Number of Pages: | 8 | ||||
Page Range: | pp. 805-812 | ||||
Publication Status: | Published |
Data sourced from Thomson Reuters' Web of Knowledge
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