
Journal of the Chemical Society. Perkin transactions I p. 1651 - 1652 (1994)
Update date:2022-07-30
Topics:
Delair, Philippe
Kann, Nina
Greene, Andrew E.
A recently isolated isodehydrocostus lactone from the genus Ferula (Umbelliferae) has been stereoselectively prepared from ent-form from α-santonin by a photochemical transformation to O-acetylisophotosantonic lactone followed by functional group manipulations that conclude with a one-step γ-butyrolactone -> Δα,β-butenolide conversion; the synthesis corroborates both the structure and the relative and absolute stereochemistry that have been proposed for the natural product.
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