Total Synthesis of (+)-Muconin

Takehiko Yoshimitsu, Toshiyuki Makino, Hiroto Nagaoka

Research output: Contribution to journalArticle

49 Citations (Scopus)

Abstract

(+)-Muconin (1), isolated from the leaves of Rollinia mucosa (Jacq.) Baill. (Annonaceae), is a sequential THF/THP-possessing acetogenin that exhibits potent and selective in vitro cytotoxicity toward pancreatic and breast tumor cell lines. In this study, a new route was established for obtaining (+) -muconin (1) starting with (-)-muricatacin (2), a compound recently synthesized via the novel α-C-H hydroxyalkylation and α′-C-H oxidation of tetrahydrofuran.

Original languageEnglish
Pages (from-to)1993-1998
Number of pages6
JournalJournal of Organic Chemistry
Volume69
Issue number6
DOIs
Publication statusPublished - Mar 19 2004
Externally publishedYes

ASJC Scopus subject areas

  • Organic Chemistry

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