Prochirality transfer in the enzymic conversion of (E)-[4′-13C]-(6aS, 12aS)-Rot-2′-enonic acid into (6aS,12aS)-degulin: restricted stereoselectivity in an electro-cyclisation
- 1 January 1986
- journal article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 4,p. 353-356
- https://doi.org/10.1039/c39860000353
Abstract
(E)-[4′-13C]-(6aS,12aS)-Rot-2′-enonic acid is enzymically converted into deguelin stereoselectively, but not stereospecifically [73%(6aS,12aS,6′pro-R); 27%(6aS,12aS,6′pro-S)], chemical conversion giving, within experimental error, equal amounts of (6aS,12aS,6′pro-S) and (6aS,12aS,6′pro-R); the stereochemistry of electrocyclisation in an enzymic situation is discussed.Keywords
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