Synthesis of CH2-linked α-galactosylceramide and its glucose analogues through glycosyl radical-mediated direct: C -glycosylation

Yu Hidaka, Noriaki Kiya, Makoto Yoritate, Kazuteru Usui, Go Hirai

Research output: Contribution to journalArticlepeer-review

5 Citations (Scopus)

Abstract

We describe a new synthetic approach for C-linked glycolipid analogues, in which the cleavable O-glycosidic linkage is replaced by a carbon unit. Direct C-glycosylation of a conformationally constrained and stable C1-sp3 hybridized xanthate carbohydrate with carefully designed sphingosine units afforded the CH2-linked analogue of antitumor-active KRN7000 and its glucose congener.

Original languageEnglish
Pages (from-to)4712-4715
Number of pages4
JournalChemical Communications
Volume56
Issue number34
DOIs
Publication statusPublished - Apr 30 2020

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Electronic, Optical and Magnetic Materials
  • Ceramics and Composites
  • Chemistry(all)
  • Surfaces, Coatings and Films
  • Metals and Alloys
  • Materials Chemistry

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