Highly stereoselective glycosylation by conformational assistance of glycosyl donor

Kazunobu Toshima, Yuko Nozaki, Kuniaki Tatsuta

Research output: Contribution to journalArticle

16 Citations (Scopus)

Abstract

Highly α-stereoselective glycosylation of 2-deoxy-D-fucose was achieved by use of the conformational assistance of the rigid glycosyl donor 2. The selectivity of the glycosylation of 2 was much higher than that of 3 which had a normal chair conformation.

Original languageEnglish
Pages (from-to)6887-6890
Number of pages4
JournalTetrahedron Letters
Volume32
Issue number47
DOIs
Publication statusPublished - 1991 Nov 18

Fingerprint

Glycosylation
Fucose
Conformations

Keywords

  • 1,3-diaxial interaction.
  • 2-deoxy-D-fucose
  • anomeric effect
  • conformational assistance
  • stereoselective glycosylation

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Highly stereoselective glycosylation by conformational assistance of glycosyl donor. / Toshima, Kazunobu; Nozaki, Yuko; Tatsuta, Kuniaki.

In: Tetrahedron Letters, Vol. 32, No. 47, 18.11.1991, p. 6887-6890.

Research output: Contribution to journalArticle

Toshima, Kazunobu ; Nozaki, Yuko ; Tatsuta, Kuniaki. / Highly stereoselective glycosylation by conformational assistance of glycosyl donor. In: Tetrahedron Letters. 1991 ; Vol. 32, No. 47. pp. 6887-6890.
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