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ChemInform Abstract: One-Step Construction of a 13α-Methyl 14α-Hydroxy Steroid via a New Anionic Polycyclization Method.
First published: May 30, 1989
Abstract
Starting with the 1,3-cyclopentanedione (I), the γ,δ-unsaturated β-keto ester (VII) is prepared via Michael addition to acrolein (II), Wittig olefination, and Reformatskii reaction.
ChemInform Abstract
Starting with the 1,3-cyclopentanedione (I), the γ,δ-unsaturated β-keto ester (VII) is prepared via Michael addition to acrolein (II), Wittig olefination, and Reformatskii reaction. (VII) is coupled with the cyclohexenonecarboxylate (VIII) in the presence of cesium carbonate, producing the steroid (X). This is saponified and decarboxylated, yielding the derivative (XI). (Transition state).
