The strategic marriage of method and motif. Total synthesis of varitriol

Matthew Brichacek, Lindsay A. Batory, Nicholas A. McGrath, Jon T. Njardarson

Research output: Contribution to journalArticle

33 Scopus citations

Abstract

Detailed in this report are several new efficient synthetic approaches toward the natural product anti cancer agent varitriol, culminating in a concise total synthesis. A common theme for these routes is that they employ a new catalytic stereoselective vinyl oxirane ring expansion reaction, which provides rapid access to the common cis-2,5-tetrahydrofuran core. The combination of careful synthetic design and proper selection of starting materials results in an excellent marriage between this new method (vinyl oxirane ring expansion) and the motif (varitriol).

Original languageEnglish (US)
Pages (from-to)4832-4840
Number of pages9
JournalTetrahedron
Volume66
Issue number26
DOIs
StatePublished - Jun 26 2010
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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