Total synthesis of Hemibrevetoxin B

Isao Kadota, Park Jung-Youl, Nagatoshi Koumura, Guy Pollaud, Yasuhisa Matsukawa, Yoshinori Yamamoto

Research output: Contribution to journalArticlepeer-review

82 Citations (Scopus)

Abstract

The total synthesis of Hemibrevetoxin B is described. A new cyclization approach, based on the Lewis acid mediated intramolecular cyclization of the γ-oxo-substituted allylic tin having an aldehyde group, produced the 6-6-7-7 polycyclic ether skeleton of the natural product with high stereoselectivity. The 1H and 13C-NMR spectra of synthetic hemibrevetoxin B was identical with those of natural product.

Original languageEnglish
Pages (from-to)5777-5780
Number of pages4
JournalTetrahedron Letters
Volume36
Issue number32
DOIs
Publication statusPublished - Aug 7 1995
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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