Reactions of steroid allylic systems: solvolyses of cholest-4-en-3β- and 3α-yl trifluoroacetates
Abstract
The title compounds give in unimolecular solvolyses different mixtures of 3-substituted-Δ4- and 5-substituted-Δ3-products probably via two distinct allylic carbonium ions. Bimolecular substitution and configurational inversion occur when the title compounds are treated with sodium azide-hexamethylphosphoramide.
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