A hypervalent iodine-induced double annulation enables a concise synthesis of the pentacyclic core structure of the cortistatins

Jessica L. Frie, Christopher S. Jeffrey, Erik J. Sorensen

Research output: Contribution to journalArticle

92 Scopus citations

Abstract

"Chemical Equation Presented" A stereocontrolled synthesis of a complex pentacycle embodying the molecular architecture of the cortistatin class of natural products was achieved from the (+)-Hajos-Parrish ketone. The cornerstone of our approach Is a hypervalent iodine induced tandem intramolecular oxidative dearomatization and nitrile oxide cycloaddition. The manner In which these ring formations were orchestrated has yielded a rather concise strategy for synthesis.

Original languageEnglish (US)
Pages (from-to)5394-5397
Number of pages4
JournalOrganic letters
Volume11
Issue number23
DOIs
StatePublished - Dec 3 2009

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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