Partial Synthesis of (20R,22R)-20,22-Dihydroxycholesterol

Keith S. Kyler, David S. Watt

Research output: Contribution to journalArticlepeer-review

30 Scopus citations

Abstract

A new procedure for assembling the cholestane side chain from 20-oxopregnanes involved the sequential construction of the C-20,22 and C-24,25 bonds via the sequential α,γ-dialkylation of 1-(phenylthio)-1-(trimethylsilyl)-2-propene. A stereoselective, partial synthesis of (20R,22R)-20,22-dihydroxycholesterol served to test the validity of this approach.

Original languageEnglish
Pages (from-to)5182-5188
Number of pages7
JournalJournal of Organic Chemistry
Volume46
Issue number25
DOIs
StatePublished - Dec 1981

ASJC Scopus subject areas

  • Organic Chemistry

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