Synthesis of (±)-epi-stegobinone utilizing silacyclopropanes as synthetic intermediates

Stacie A. Calad, Jelena Ćiraković, Keith Woerpel

Research output: Contribution to journalArticle

Abstract

(Chemical Equation Presented) The synthesis of (±)-1′-epi- stegobinone has been accomplished in ten steps and 17% overall yield from a recently reported silacyclopropane-derived diol. All stereocenters of the final product were established relative to the stereochemistry of the initial silacyclopropane. This synthesis represents the first time silacyclopropane reactivity has been employed in a target-directed synthesis.

Original languageEnglish (US)
Pages (from-to)1027-1030
Number of pages4
JournalJournal of Organic Chemistry
Volume72
Issue number3
DOIs
StatePublished - Feb 2 2007

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Stereochemistry
stegobinone

ASJC Scopus subject areas

  • Organic Chemistry

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Synthesis of (±)-epi-stegobinone utilizing silacyclopropanes as synthetic intermediates. / Calad, Stacie A.; Ćiraković, Jelena; Woerpel, Keith.

In: Journal of Organic Chemistry, Vol. 72, No. 3, 02.02.2007, p. 1027-1030.

Research output: Contribution to journalArticle

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