A new synthetic route for construction of the core of Zaragozic acids

Haruta Koshimizu, Tomo Baba, Takehiko Yoshimitsu, Hiroto Nagaoka

Research output: Contribution to journalArticle

23 Citations (Scopus)

Abstract

A new synthetic route for construction of the core moiety of zaragozic acids from 2,5-furandimethanol (2) is described. This synthesis involves highly stereocontrolled transformation of 2 into 7-oxabicyclo[2.2.1]heptane derivative 13, and the Grob fragmentation-reduction-iodo acetalization reaction (one-pot process) of 13 as a key step to give 16.

Original languageEnglish
Pages (from-to)2777-2780
Number of pages4
JournalTetrahedron Letters
Volume40
Issue number14
DOIs
Publication statusPublished - Apr 2 1999
Externally publishedYes

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Derivatives
Acids
7-oxabicyclo(2.2.1)heptane

Keywords

  • Diels-Alder reactions
  • Fragmentation reactions
  • Furans
  • Zaragozic acids

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

A new synthetic route for construction of the core of Zaragozic acids. / Koshimizu, Haruta; Baba, Tomo; Yoshimitsu, Takehiko; Nagaoka, Hiroto.

In: Tetrahedron Letters, Vol. 40, No. 14, 02.04.1999, p. 2777-2780.

Research output: Contribution to journalArticle

Koshimizu, Haruta ; Baba, Tomo ; Yoshimitsu, Takehiko ; Nagaoka, Hiroto. / A new synthetic route for construction of the core of Zaragozic acids. In: Tetrahedron Letters. 1999 ; Vol. 40, No. 14. pp. 2777-2780.
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