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

Takehiko Yoshimitsu, Toshiyuki Makino, Hiroto Nagaoka

Research output: Contribution to journalArticle

51 Citations (Scopus)

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
Publication statusPublished - Sep 19 2003
Externally publishedYes

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Oxidation
tetrahydrofuran
muricatacin

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Synthesis of (-)-muricatacin via α- and α′-C-H bond functionalization of tetrahydrofuran. / Yoshimitsu, Takehiko; Makino, Toshiyuki; Nagaoka, Hiroto.

In: Journal of Organic Chemistry, Vol. 68, No. 19, 19.09.2003, p. 7548-7550.

Research output: Contribution to journalArticle

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