Structurally simplified zaragozic acid (squalestatin): Stereoselective preparation of a 3,4-unsubstituted derivative

Hisanaka Ito, Miyoko Matsumoto, Takeshi Yoshizawa, Kenichi Takao, Susumu Kobayashi

Research output: Contribution to journalArticle

17 Citations (Scopus)

Abstract

Stereoselective preparation of a structurally simplified 3,4-unsubstituted zaragozic acid derivative was achieved starting from D-glucose. The present approach involved the stereoselective addition of a vinyl Grignard reagent, selective cleavage of 1,2-diol, and regioselective acylation of the hydroxyl group at C-6.

Original languageEnglish
Pages (from-to)9009-9012
Number of pages4
JournalTetrahedron Letters
Volume38
Issue number52
Publication statusPublished - 1997 Dec 29
Externally publishedYes

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Acylation
Hydroxyl Radical
Derivatives
Glucose
Acids

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Structurally simplified zaragozic acid (squalestatin) : Stereoselective preparation of a 3,4-unsubstituted derivative. / Ito, Hisanaka; Matsumoto, Miyoko; Yoshizawa, Takeshi; Takao, Kenichi; Kobayashi, Susumu.

In: Tetrahedron Letters, Vol. 38, No. 52, 29.12.1997, p. 9009-9012.

Research output: Contribution to journalArticle

Ito, Hisanaka ; Matsumoto, Miyoko ; Yoshizawa, Takeshi ; Takao, Kenichi ; Kobayashi, Susumu. / Structurally simplified zaragozic acid (squalestatin) : Stereoselective preparation of a 3,4-unsubstituted derivative. In: Tetrahedron Letters. 1997 ; Vol. 38, No. 52. pp. 9009-9012.
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