Total syntheses of (±)-cis-trikentrin A and (±)-cis- trikentrin B via electrocyclic ring closures of 2,3-divinylpyrrolines

Raymond J. Huntley, Raymond Lee Funk

Research output: Contribution to journalArticle

39 Scopus citations

Abstract

A convergent and versatile strategy for the diastereoselective syntheses of (±)-cis-trikentrin A and B in 10 and 12 steps, respectively, from commercially available N-BOC-2-pyrrolidinone is described. The key step in each of the total syntheses is the construction of the central benzene ring via a facile 6π-electrocyclic ring closure of an appropriately substituted 2,3-divinylpyrroline, in turn, readily available by a Stille coupling reaction.

Original languageEnglish (US)
Pages (from-to)3403-3406
Number of pages4
JournalOrganic Letters
Volume8
Issue number15
DOIs
StatePublished - Jul 20 2006

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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