Facile construction of N-hydroxybenzazocine: Enantioselective total synthesis of (+)-FR900482

Masashi Suzuki, Mika Kambe, Hidetoshi Tokuyama, Tohru Fukuyama

Research output: Contribution to journalArticlepeer-review

55 Citations (Scopus)

Abstract

Intramolecular hydroxylamination of ω-formyl nitrobenzene 1 followed by stereoselective hydroxymethylation led to the formation of N-hydroxybenzazocine 2, a key intermediate in the enantioselective total synthesis of the antitumor antibiotic FR900482 (3).

Original languageEnglish
Pages (from-to)4686-4688
Number of pages3
JournalAngewandte Chemie - International Edition
Volume41
Issue number24
DOIs
Publication statusPublished - 2002 Dec 16
Externally publishedYes

Keywords

  • Aldol reaction
  • Antitumor agents
  • Asymmetric synthesis
  • Hydroxylamines
  • Natural products
  • Total synthesis

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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