Selective and stereospecific enzyme-catalysed reductions of cis-and trans-decalindiones to enantiomerically pure hydroxy-ketones; an efficient access to (+)-4-twistanone
- 1 January 1982
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 18,p. 1080-1081
- https://doi.org/10.1039/c39820001080
Abstract
Preparative-scale horse liver alcohol dehydrogenase-catalysed reductions of highly symmetrical cis-and trans-decalindiones are effected regio-and stereo-specifically on only one of the two carbonyl groups to give enantiomerically pure hydroxy-ketones of predictable configurations and of broad values as chiral synthons, as exemplified by the synthesis of (+)-(4R)-twistanone from cis-decalin-2,7-dione in 51% overall yield.Keywords
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