Ferrier Carbocyclization Reaction

Noritaka Chida

研究成果: Chapter

2 被引用数 (Scopus)

抄録

The Ferrier carbocyclization reaction is an important carbohydrate-based transformation in organic synthesis. The reaction is highly effective for the conversion of readily available aldohexoses into enantiomerically pure cyclohexanones. This chapter focuses on the Ferrier carbocyclization reaction and its applications to natural product synthesis. Chiral cyclohexanones obtained by the Ferrier carbocyclization reaction are useful precursors for the synthesis of cyclitols and aminocyclitols, some of which are found in clinically important aminoglycoside antibiotics. The substrates for the Ferrier carbocyclization reaction are 6-deoxy-hex-5-enopyrano side derivatives. The chapter provides an overview of some representative syntheses of 5-enopyranosides. The applications of Ferrier carbocyclization reaction include the syntheses of hygromycin A, lycoricidine, (-)- and (+)-actinoboline, galanthamine, rapamycin, and morphine.

本文言語English
ホスト出版物のタイトルMolecular Rearrangements in Organic Synthesis
出版社wiley
ページ363-399
ページ数37
ISBN(電子版)9781118939901
ISBN(印刷版)9781118347966
DOI
出版ステータスPublished - 2015 10月 12

ASJC Scopus subject areas

  • 化学一般

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