Issue 5, 1988

A new stereoselective synthesis of (20R)- and (20S)-steroidal side chains

Abstract

Reaction of (E)-ethyl 3β-t-butyldimethylsiloxypregna-5,17-dien-21-oate with lithium di-isopropylamide followed by alkyl halides results in the predominant formation of (20S)-alkylation products in >88% isolated yields; a synthetic application to both (20R)- and (20S)-steroidal side chains is also described.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1988, 342-344

A new stereoselective synthesis of (20R)- and (20S)-steroidal side chains

T. Ibuka, T. Taga, S. Nishii and Y. Yamamoto, J. Chem. Soc., Chem. Commun., 1988, 342 DOI: 10.1039/C39880000342

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