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
Volume10
Issue number9
Publication statusPublished - 2004 May 7

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Amaryllidaceae Alkaloids
Alkaloids
Carbohydrates
Glucose
Carbon
vittatine 1

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

A new entry to Amaryllidaceae alkaloids from carbohydrates : Total synthesis of (+)-vittatine. / Bohno, Masahiro; Imase, Hidetomo; Chida, Noritaka.

In: Chemical Communications, Vol. 10, No. 9, 07.05.2004, p. 1086-1087.

Research output: Contribution to journalArticle

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