Stereochemical studies on the preparation and subsequent reductive cleavage of 1,2-dioxolanes. Application to the synthesis of (±)-yashabushitriol

Ken S. Feldman, Robert E. Simpson

Research output: Contribution to journalArticle

39 Scopus citations

Abstract

(E)-Selective oxygenation of 1,2-disubstituted alkenylcyclopropanes, and subsequent SmI 2 mediated cleavage of the 1,2-dioxolane products with retention of stereochemistry, leads to a concise synthesis of the plant metabolite (±)-yashabushitriol.

Original languageEnglish (US)
Pages (from-to)6985-6988
Number of pages4
JournalTetrahedron Letters
Volume30
Issue number50
DOIs
StatePublished - Jan 1 1989

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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