A stereocontrolled synthesis of δ-trans-tocotrienoloic acid

David J. Maloney, Sidney M. Hecht

Research output: Contribution to journalArticle

28 Scopus citations

Abstract

(Chemical Equation Presented) A consise stereoselective total synthesis of a naturally occurring polymerase β inhibitor, δ-trans-tocotrienoloic acid (2), is described. The key step in the synthesis is an acid-catalyzed cyclodehydration reaction. Additionally, this report corrects a previously reported structural assignment, defines the absolute stereochemistry of 2, and defines key structural requirements for polymerase β inhibition.

Original languageEnglish (US)
Pages (from-to)4297-4300
Number of pages4
JournalOrganic Letters
Volume7
Issue number19
DOIs
StatePublished - Sep 15 2005

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ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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