New Diol Metabolites Derived by Biooxidation of Chlorostyrenes with Pseudomonas putida: Determination of Absolute Stereochemistry and Enantiomeric Excess by Convergent Syntheses

DOI: 10.1016/S0957-4166(00)80247-5

Source and publish data:

Tetrahedron Asymmetry p. 1365 - 1386 (1993)

Update date:2022-08-05

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Authors:

Hudlicky, Tomas

Boros, Eric E.

Boros, Christie H.

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Article abstract of DOI:10.1016/S0957-4166(00)80247-5

The three isomers of chlorostyrenes were subjected to whole cell biooxidation by means of a mutant strain of Pseudomonas putida 39D.The metabolites were isolated and their absolute stereochemistry determined by conversion to known standards derived from 1-ethenyl-2,3-dihydroxycyclohexa-4,6-diene whose absolute configuration has been previously established.The extent of ring vs side chain oxidation of the chlorostyrene isomers was evaluated and the enantiomeric excess determined for all compounds.

Full text of DOI:10.1016/S0957-4166(00)80247-5

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