A formal total synthesis of (+)-pinnatoxin A

Satoshi Sakamoto, Hayato Sakazaki, Koji Hagiwara, Kei Kamada, Kento Ishii, Takeshi Noda, Masayuki Inoue, Masahiro Hirama

Research output: Contribution to journalArticlepeer-review

53 Citations (Scopus)

Abstract

Powerful dithiane coupling (A) of two fragments and subsequent macrocyclization by ring-closing metathesis (B) produced the entire 27-membered carbocycle of (+)-pinnatoxin A (1), a major toxic principle responsible for outbreaks of shellfish poisonings in China and Japan. (Chemical equation presented).

Original languageEnglish
Pages (from-to)6505-6510
Number of pages6
JournalAngewandte Chemie - International Edition
Volume43
Issue number47
DOIs
Publication statusPublished - 2004 Dec 3

Keywords

  • Heterocycles
  • Macrocycles
  • Natural products
  • Spiro compounds
  • Total synthesis

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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