A synthetic approach to nomofungin/communesin B

Seth L. Crawley, Raymond L. Funk

Research output: Contribution to journalArticle

81 Scopus citations

Abstract

(Matrix presented) A highly stereoselective intramolecular cycloaddition of an indole tethered to an aza-ortho-xylylene intermediate effects the rapid construction of a substantial portion of the ring system of the cytotoxic natural product communesin B. An analogous cycloaddition involving an orthoquinone methide intermediate provides an adduct that clearly revealed that the structural assignment for nomofungin was in error.

Original languageEnglish (US)
Pages (from-to)3169-3171
Number of pages3
JournalOrganic Letters
Volume5
Issue number18
DOIs
StatePublished - Sep 4 2003

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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