Enantioselective syntheses of authentic sclerophytin A, sclerophytin B, and cladiell-11-ene-3,6,7-triol

Fabrice Gallou, David W.C. MacMillan, Larry E. Overman, Leo A. Paquette, Lewis D. Pennington, Jiong Yang

Research output: Contribution to journalArticle

55 Scopus citations

Abstract

(equation presented) Two distinctively different total syntheses of natural sclerophytin A in its revised structural formulation are reported. The first proceeds from (S)-carvone via a cladiellene triol and involves photoisomerization of the double bond. The second route makes use of (5S)-5-(d-menthyloxy)-2(5H)-furanone, which is subjected to cycloaddition, Claisen ring expansion, and regiocontrolled dihydroxylation tactics.

Original languageEnglish (US)
Pages (from-to)135-137
Number of pages3
JournalOrganic letters
Volume3
Issue number1
DOIs
StatePublished - Jan 11 2001

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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