Synthesis of (-)-muricatacin via α- and α′-C-H bond functionalization of tetrahydrofuran

Takehiko Yoshimitsu, Toshiyuki Makino, Hiroto Nagaoka

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Abstract

(-)-Muricatacin, a potent cytotoxic (4R,5R)-5-hydroxyheptadecan-4-olide, has been synthesized through α-C-H hydroxyalkylation and α′-C-H oxidation of tetrahydrofuran. This study presents a novel method for C-H bond functionalization as a means for preparing γ-(hydroxyalkyl)-γ-butyrolactones.

Original languageEnglish
Pages (from-to)7548-7550
Number of pages3
JournalJournal of Organic Chemistry
Volume68
Issue number19
DOIs
Publication statusPublished - Sep 19 2003

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ASJC Scopus subject areas

  • Organic Chemistry

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