Communication

Bromodimethylsulfonium Bromide-Silver Triflate: A New Powerful Promoter System for the Activation of Thioglycosides

  1. De-Cai Xiong,
  2. Li-He Zhang,
  3. Xin-Shan Ye

Article first published online: 25 JUL 2008

DOI: 10.1002/adsc.200800190

Issue

Advanced Synthesis & Catalysis

Advanced Synthesis & Catalysis

Volume 350, Issue 11-12, pages 1696–1700, August 4, 2008

Additional Information

How to Cite

Xiong, D.-C., Zhang, L.-H. and Ye, X.-S. (2008), Bromodimethylsulfonium Bromide-Silver Triflate: A New Powerful Promoter System for the Activation of Thioglycosides. Adv. Synth. Catal., 350: 1696–1700. doi: 10.1002/adsc.200800190

Author Information

  1. The State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Xue Yuan Rd #38, Beijing 100083, People's Republic of China, Fax: (+86)-10-82802724

Publication History

  1. Issue published online: 31 JUL 2008
  2. Article first published online: 25 JUL 2008
  3. Manuscript Received: 30 MAR 2008

Funded by

  • National Natural Science Foundation of China
  • Ministry of Science and Technology of China

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Keywords:

  • bromodimethylsulfonium bromide (BDMS);
  • glycosylation;
  • oligosaccharides;
  • promoter;
  • thioglycosides

Abstract

Bromodimethylsulfonium bromide (BDMS) in combination with silver triflate provides a very efficient thiophilic promoter system, capable of activating both “disarmed” and “armed” thioglycosides for glycosidic bond formation. The usefulness of this new promoter is illustrated by a successful reactivity-based one-pot oligosaccharide assembly.

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