New synthesis of (-)- and (+)-actinobolin from D-glucose

Satoshi Imuta, Shinya Ochiai, Miho Kuribayashi, Noritaka Chida

研究成果: Article査読

12 被引用数 (Scopus)

抄録

The total synthesis of (-)-actinobolin 2, an antipode of the natural product starting from D-glucose is described. A three-component coupling reaction of a functionalized cyclohexenone (+)-6, derived from D-glucose by way of Ferrier's carbocyclization, with vinyl cuprate and an aldehyde (R)-5 effectively constructed the carbon framework of 2 in a highly stereoselective manner. The formal synthesis of the natural enantiomer 1 from D-glucose was also achieved.

本文言語English
ページ(範囲)5047-5051
ページ数5
ジャーナルTetrahedron Letters
44
27
DOI
出版ステータスPublished - 2003 6 30

ASJC Scopus subject areas

  • 生化学
  • 創薬
  • 有機化学

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