Î-Glycosyl Trifluoroborates as Precursors for Direct α-C-Glycosylation: Synthesis of 2-Deoxy-α-C-glycosides

Daiki Takeda, Makoto Yoritate, Hiroki Yasutomi, Suzuka Chiba, Takahiro Moriyama, Atsushi Yokoo, Kazuteru Usui, Go Hirai

研究成果: ジャーナルへの寄稿学術誌査読

9 被引用数 (Scopus)

抄録

C-Glycosides are metabolically stable mimics of natural O-glycosides and are expected to be useful tools for investigation of the biological functions of glycans. Here, we describe the synthesis of a series of aryl and vinyl C-glycosides by stereoinvertive sp3-sp2 cross-coupling reactions of 2-deoxyglycosyl boronic acid derivatives with aryl or vinyl halide, mediated by a photoredox/nickel dual catalytic system. Hydrogenation of the vinyl C-glycosides afforded C-linked 2′-deoxydisaccharide analogues.

本文言語英語
ページ(範囲)1940-1944
ページ数5
ジャーナルOrganic letters
23
5
DOI
出版ステータス出版済み - 3月 5 2021

!!!All Science Journal Classification (ASJC) codes

  • 生化学
  • 物理化学および理論化学
  • 有機化学

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