Synthesis of CH<sub>2</sub>-Linked α(1,6)-Disaccharide Analogues by α-Selective Radical Coupling <i>C</i>-Glycosylation

  • Noriaki Kiya
    Graduate School of Pharmaceutical Sciences, Kyushu University, 3-1-1 Maidashi, Higashi-ku, Fukuoka 812-8582, Japan
  • Yu Hidaka
    Graduate School of Pharmaceutical Sciences, Kyushu University, 3-1-1 Maidashi, Higashi-ku, Fukuoka 812-8582, Japan
  • Kazuteru Usui
    Graduate School of Pharmaceutical Sciences, Kyushu University, 3-1-1 Maidashi, Higashi-ku, Fukuoka 812-8582, Japan
  • Go Hirai
    Graduate School of Pharmaceutical Sciences, Kyushu University, 3-1-1 Maidashi, Higashi-ku, Fukuoka 812-8582, Japan

書誌事項

公開日
2019-02-22
資源種別
journal article
権利情報
  • https://doi.org/10.15223/policy-029
  • https://doi.org/10.15223/policy-037
  • https://doi.org/10.15223/policy-045
DOI
  • 10.1021/acs.orglett.9b00133
公開者
American Chemical Society (ACS)

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説明

C-Linked carbohydrate structure, in which the cleavable O-glycosidic linkage is replaced by a carbon unit, is a useful tool for functional analyses of glycoconjugates. We describe a synthetic method for α-CH2-linked disaccharide structures, such as Glc(1,6)-Glc, by stereoselective radical-coupling C-glycosylation between a conformationally constrained and stable C1-sp3 hybridized xanthate donor and a carefully designed acceptor.

収録刊行物

  • Organic Letters

    Organic Letters 21 (6), 1588-1592, 2019-02-22

    American Chemical Society (ACS)

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