Synthesis of natural products containing cyclohexane units utilizing the Ferrier carbocyclization reaction

Noritaka Chida, Takaaki Sato

研究成果: Article査読

19 被引用数 (Scopus)

抄録

The Ferrier carbocyclization reaction is one of the most powerful transformations of carbohydrates. This reaction provides enantiomerically pure cyclohexanone derivatives from aldohexoses, and is particularly useful in the chiral pool synthesis of cyclohexane-containing natural products from carbohydrates. We have investigated the synthesis of natural products utilizing the Ferrier carbocyclization reaction. This account provides a brief overview of the Ferrier carbocyclization and its application to natural product synthesis. The utility and versatility of the Ferrier carbocyclization reaction are showcased with the syntheses of hygromycin A, lycoricidine, actinobolin, galanthamine, and morphine starting from carbohydrates.

本文言語English
ページ(範囲)592-605
ページ数14
ジャーナルChemical record (New York, N.Y.)
14
4
DOI
出版ステータスPublished - 2014 8月 1

ASJC Scopus subject areas

  • 化学 (全般)
  • 生化学
  • 化学工学(全般)
  • 材料化学

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