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C-Aryl Glycosylation via Interrupted Pummerer Rearrangement
  • Jiagen Li,
  • Xuefeng Jiang
Jiagen Li
East China Normal University
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Xuefeng Jiang
East China Normal University

Corresponding Author:[email protected]

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Abstract

C-aryl glycosides are an important kind of carbohydrate derivatives for drug discovery, due to their distinctive attributes of resistance to hydrolysis from enzymes. Herein, C-aryl glycosylation was established for the synthesis of 2-sulfur C-aryl glycals and 1,2-dihydrobenzofuran-fused C-aryl glycosides via interrupted Pummerer process, featured with sulfonium-tethered [3,3]-sigmatropic rearrangement between sulfoxide glycals and phenols. This protocol offers a broad substrate scope with diverse glycosyl and phe-nols. Dapagliflozin, Empagliflozin, and Ipragliflozin analogs were straightforward achieved, respectively.
22 May 2023Reviewer(s) Assigned
14 Jun 2023Review(s) Completed, Editorial Evaluation Pending
15 Jun 2023Editorial Decision: Revise Minor
29 Jun 20231st Revision Received
30 Jun 2023Assigned to Editor
30 Jun 2023Submission Checks Completed
30 Jun 2023Review(s) Completed, Editorial Evaluation Pending
30 Jun 2023Editorial Decision: Accept