Issue 2, 2011
From the journal:

Organic & Biomolecular Chemistry

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

Peng Penga  and  Xin-Shan Ye*a  

* Corresponding authors

a State Key Laboratory of Natural and Biomimetic Drugs, Peking University, and School of Pharmaceutical Sciences, Peking University, Xue Yuan Rd No. 38, Beijing, China
E-mail: xinshan@bjmu.edu.cn
Fax: +86-10-82802724
Tel: +86-10-62014949

Abstract

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.

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

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Article information

DOI
https://doi.org/10.1039/C0OB00380H
Article type
Paper
Submitted
05 Jul 2010
Accepted
01 Oct 2010
First published
10 Nov 2010

Org. Biomol. Chem., 2011,9, 616-622

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

P. Peng and X. Ye, Org. Biomol. Chem., 2011, 9, 616 DOI: 10.1039/C0OB00380H

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