Development of novel glycosyl donors for 1,2-cis glycosylation reaction for amino sugar and synthesis of anti-Helicobacter pylori oligosaccharide

Shino Manabe, Kazuyuki Ishii, Yukishige Ito

研究成果: Short survey査読

9 被引用数 (Scopus)

抄録

Despite advances in synthetic carbohydrate chemistry, the 1,2-cis-selective glycosylation reaction of 2-deoxy-2-amino sugars has not progressed during the last three decades. For such glycosylations, 2-azide glycosyl donors have been extensively employed, notwithstanding difficulties in their preparation and moderate selectivities. Herein, we report on a highly 1,2-cis-selective trans-carbamate sugar donor, which can be readily prepared in high yields. Furthermore, the utility of the novel cis-selective glycosyl donor for preparing complex oligosaccharides is demonstrated through the effective synthesis of an anti-Helicobacter pylori hexasaccharide.

本文言語English
ページ(範囲)187-202
ページ数16
ジャーナルTrends in Glycoscience and Glycotechnology
20
114
DOI
出版ステータスPublished - 2008 9
外部発表はい

ASJC Scopus subject areas

  • 生化学
  • 有機化学

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