1969•Journal of the Chemical Society C OrganicRequires access

Steroids. Part VI. Acid-catalysed Wittig reaction

Ajay K. Bose, M. S. MANHAS, Richard M. Ramer

Abstract

The Witting reaction between resonance-stabilised phosphoranes and steroid ketones under acid catalysis has been studied. Only ethoxycarbonylmethylene- and cyanomethylene-triphenylphosphorane and 3-oxo-steroids having no α-substituents can be successfully employed in this reaction. The stereochemistry of the olefin produced is the same as in the corresponding Wittig reaction conducted under basic conditions.

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Key concepts: Wittig reaction, Olefin fiber, Catalysis, Chemistry, Steroid, Organic chemistry, Medicinal chemistry, Stereochemistry