Syntheses of fumagillin and ovalicin

Junichiro Yamaguchi, Yujiro Hayashi

Research output: Contribution to journalReview article

17 Citations (Scopus)

Abstract

(Figure Presented) This review focuses on the synthetic strategies used for the construction of fumagillin, ovalicin, and other natural products of this family that are known angiogenesis inhibitors. These compounds are comprised of a cyclohexane framework, two epoxides, and five or six contiguous stereogenic centers. The first total syntheses of fumagillin and ovalicin were reported by Corey in 1972 and 1985, respectively. There were numerous studies directed at these natural products in the decades that followed with many reports appearing in the year 2000 or later. Despite the relatively small size of these molecules, their syntheses highlight the efficient construction of stereogenic centers in organic synthesis.

Original languageEnglish
Pages (from-to)3884-3901
Number of pages18
JournalChemistry - A European Journal
Volume16
Issue number13
DOIs
Publication statusPublished - 2010 Apr 6
Externally publishedYes

Fingerprint

Biological Products
Angiogenesis Inhibitors
Epoxy Compounds
Cyclohexane
Molecules
ovalicin
fumagillin

Keywords

  • Angiogenesis
  • Fumagillin
  • Natural products
  • Ovalicin
  • Total synthesis

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Syntheses of fumagillin and ovalicin. / Yamaguchi, Junichiro; Hayashi, Yujiro.

In: Chemistry - A European Journal, Vol. 16, No. 13, 06.04.2010, p. 3884-3901.

Research output: Contribution to journalReview article

Yamaguchi, Junichiro ; Hayashi, Yujiro. / Syntheses of fumagillin and ovalicin. In: Chemistry - A European Journal. 2010 ; Vol. 16, No. 13. pp. 3884-3901.
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