Aspects of stereochemistry. Part XX. The formation of 5-cyano-3-ketones from 3-oxo-Δ4-steroids

H. B. Henbest, W. R. Jackson

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Abstract

Reaction of 3-oxo-Δ4-steroids with calcium cyanide in N-methylpyrrolidone gives 5α- and 5β-cyano-3-oxo-steroids. The isomer ratio is close to 1:1 for androstenone, cholestenone and testosterone, and about 3:5 (α:β 5-cyanide) for progesterone.

Original languageEnglish
Pages (from-to)2465-2466
Number of pages2
JournalJournal of the Chemical Society C: Organic Chemistry
DOIs
Publication statusPublished - 1 Dec 1967
Externally publishedYes

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