Journal of the Chemical Society. Perkin transactions I p. 755 - 757 (1996)
Update date:2022-08-16
Topics:
Stewart, Jon D.
Reed, Kieth W.
Kayser, Margaret M.
The catalytic repertoire of baker's yeast has been expanded to include enantioselective Baeyer-Villiger oxidations. To create this catalyst, the Acinetobacter sp. cyclohexanone monooxygenase gene was inserted into a yeast expression vector and this was used to create a 'designer yeast' that performed oxidation reactions. Whole cell-mediated Baeyer-Villiger reactions were carried out on a 1.0 mmol scale and several cyclic ketones were converted in 20-30 h into the corresponding lactones in isolated yields of 60-83%. Under the reaction conditions, ketone reduction constituted only a minor side-reaction. Oxidation of prochiral 4-substituted cyclohexanones produced lactones with very high enantioselectivities.
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(1996)
