Revision of the absolute configuration of salicylihalamide A through asymmetric total synthesis

Yusheng Wu, Lothar Esser, Jef K. De Brabander

Research output: Contribution to journalArticlepeer-review

Abstract

A highly E-selective ring-closing metathesis is the key to building the macrocyclic salicylate core of (+)-salicylihalamide A (1). The synthesis results in a reassignment of the absolute configuration of natural (-)-salicylihalamide A (2), a structurally unprecedented antitumor metabolite with a potentially novel mode of action.

Original languageEnglish (US)
Pages (from-to)4308-4310
Number of pages3
JournalAngewandte Chemie - International Edition
Volume39
Issue number23
DOIs
StatePublished - Dec 4 2000

Keywords

  • Antitumor agents
  • Asymmetric synthesis
  • Configuration determination
  • Metathesis
  • Natural products

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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