Affiliation:
1. State Key Laboratory of Molecular & Process Engineering, School of Chemistry and Molecular Engineering East China Normal University Shanghai 200062 China
2. State Key Laboratory of Elemento‐Organic Chemistry Nankai University Tianjin 300071 China
3. State Key Laboratory of Organometallic Chemistry Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences Shanghai 200032 China
Abstract
Comprehensive SummaryC‐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 phenols. Dapagliflozin, Empagliflozin, and Ipragliflozin analogs were straightforward achieved, respectively.
Funder
National Natural Science Foundation of China
Science and Technology Commission of Shanghai Municipality
Cited by
3 articles.
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