4.6 Article

O,O-Dimethylthiophosphonosulfenyl bromide-silver triflate: a new powerful promoter system for the preactivation of thioglycosides

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 9, Issue 2, Pages 616-622

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c0ob00380h

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Funding

  1. National Natural Science Foundation of China [20732001]
  2. Ministry of Science and Technology of China [2009ZX09501-011]

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O,O-Dimethylthiophosphonosulfenyl bromide (DMTPSB) in combination with silver triflate provides a powerful thiophilic promoter system. Both armed and disarmed thioglycoside glycosyl donors can be activated to form glycosidic linkages efficiently by the pre-activation protocol. The usefulness of this new promoter is illustrated by a successful iterative one-pot oligosaccharide assembly.

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