An approach to the total synthesis of welwistatin

Thomas J. Greshock, Raymond Lee Funk

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Abstract

An approach to the total synthesis of the antimicrotubule agent welwistatin is described. Key transformations include (1) a 7-endo intramolecular conjugate addition reaction of enone 6 to deliver the strained bicyclo[4.3.1]decanone 5; (2) a 6π electrocyclic ring closure of trienecarbamate 16 followed by oxidation to afford protected aniline 17; and (3) an intramolecular cyclization of acetic acid derivative 18 to give rise to indole 19.

Original languageEnglish (US)
Pages (from-to)2643-2645
Number of pages3
JournalOrganic Letters
Volume8
Issue number12
DOIs
StatePublished - Jun 8 2006

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All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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