Abstract

Palladium acetate and 1,4-bis(diphenylphosphino)butane (dppb) catalyze regioselective cyclocarbonylation of 4-allylsteroids forming exclusively 7-membered ring lactones with excellent yields (96–98 %). The stereoselective addition of an epoxide ring on the side-chain of steroids is realized by coupling the carbonyl group of the cyclopentanone ring of the steroid with 2-benzothiazolylchloromethyllithium 1 or 4,4-dimethyl-2-oxazolinylchloroalkylithiums 2 and 3.

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