Homochiral ketals in organic synthesis. enantioselective synthesis of (4S,5S)-4,5-dihydroxycyclopent-2-en-1-one isopropylidine ketal

Christopher J. Flann, Eugene A. Mash

Research output: Contribution to journalArticle

12 Scopus citations

Abstract

: The title compound has been synthesized in 17% yield over six steps from 2-cyclopenten-l-one. The key step is catalytic osmylation of 4-bromo-?-cyclopenten-l-one 1,4-di-O-benzyl-D-threitol ketal to produce a chromatographically separable mixture of diastereomeric diols.

Original languageEnglish (US)
Pages (from-to)391-402
Number of pages12
JournalSynthetic Communications
Volume18
Issue number4
DOIs
StatePublished - Apr 1 1988

ASJC Scopus subject areas

  • Organic Chemistry

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