Synthesis of the oxa-bridged octalin system of two anti-anaerobe antibiotics, luminamicin and lustromycin

Toshiaki Sunazuka, Masaki Handa, Tomoyasu Hirose, Takanori Matsumaru, Yuko Togashi, Kaoru Nakamura, Yuzuru Iwai, Satoshi Omura

Research output: Contribution to journalArticlepeer-review

7 Citations (Scopus)

Abstract

An efficient, stereocontrolled entry to the 11-oxatricyclo[5.3.1.1,703,8]undecane nucleus of luminamicin and lustromycin was afforded via intramolecular hetero-Michael addition of enone 7 followed by intramolecular aldol condensation of aldehyde 5 by way of the epimerization at the stereocenter attached by the aldehyde group.

Original languageEnglish
Pages (from-to)5297-5300
Number of pages4
JournalTetrahedron Letters
Volume48
Issue number30
DOIs
Publication statusPublished - 2007 Jul 23
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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