Toward the total synthesis of vineomycin B2: application of an efficient glycosylation methodology using 2,3-unsaturated sugars

Kaname Sasaki, Shuichi Matsumura, Kazunobu Toshima

研究成果: Article査読

14 被引用数 (Scopus)

抄録

The application of an efficient glycosylation methodology using 2,3-unsaturated sugars to synthesize critical precursors required for the total synthesis of an antibiotic, vineomycin B2 (1), was demonstrated. The required disaccharide, the acurosyl rhodinose derivative of 1, was prepared by chemoselective glycosylation using a 2,3-saturated glycosyl acetate corresponding to the rhodinose moiety and a 2,3-unsaturated glycosyl acetate corresponding to the acurose portion. Further, the right-hand side chain of 1, consisting of β-oxo-tert-alcohol and rhodinose, was constructed by a powerful glycosylation approach using a 2,3-unsaturated glycosyl acetate in an ionic liquid under reduced pressure.

本文言語English
ページ(範囲)6982-6986
ページ数5
ジャーナルTetrahedron Letters
48
39
DOI
出版ステータスPublished - 2007 9 24

ASJC Scopus subject areas

  • 生化学
  • 創薬
  • 有機化学

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