A new entry to Amaryllidaceae alkaloids from carbohydrates: Total synthesis of (+)-vittatine

Masahiro Bohno, Hidetomo Imase, Noritaka Chida

Research output: Contribution to journalArticle

30 Citations (Scopus)

Abstract

The stereoselective and chiral synthesis of the Amaryllidaceae alkaloid, (+)-vittatine 1, is described; the quaternary carbon in 1 was generated by Claisen rearrangement of a cyclohexenol derived from D-glucose by way of a Ferrier's carbocyclisation reaction and a hexahydroindole skeleton was effectively constructed by intramolecular aminomercuration-demercuration, followed by Chugaev reaction.

Original languageEnglish
Pages (from-to)1086-1087
Number of pages2
JournalChemical Communications
Volume4
Issue number9
DOIs
Publication statusPublished - 2004 Jan 1

ASJC Scopus subject areas

  • Catalysis
  • Electronic, Optical and Magnetic Materials
  • Ceramics and Composites
  • Chemistry(all)
  • Surfaces, Coatings and Films
  • Metals and Alloys
  • Materials Chemistry

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