ChemInform Abstract: Asymmetric Total Synthesis of (+)-Equilenin Utilizing Two Types of Cascade Ring Expansion Reactions of Small Systems.
Abstract
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ChemInform Abstract
The synthesis of title steroid (VIII) involves an asymmetric epoxidation—ring expansion reaction of cyclopropylidene derivative (II) and palladium-promoted cascade ring expansion—intramolecular insertion reaction of isopropenylcyclobutanol derivative (V) as key steps. In the latter step, the diastereoselectivity significantly depends on the solvents used and in particular trans-product is selectively obtained using THF/HMPA.
