O,O-dimethylthiophosphonosulfenyl bromide-silver triflate: a new powerful promoter system for the preactivation of thioglycosides.
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.
State Key Laboratory of Natural and Biomimetic Drugs, Peking University, Xue Yuan Rd No. 38, Beijing, 100191, China.
Peng
P
Peng
Xin-Shan
XS
Ye
D001965:Bromides / Q000737:chemistry*; D006031:Glycosylation; D008698:Mesylates / Q000737:chemistry*; D015394:Molecular Structure; D009844:Oligosaccharides / Q000737:chemistry; D009946:Organothiophosphorus Compounds / Q000737:chemistry*; D018030:Silver Compounds / Q000737:chemistry*; D013865:Thioglycosides / Q000737:chemistry*
D001965:Bromides; D008698:Mesylates; C556475:O,O-dimethylthiophosphonosulfenyl bromide-silver triflate; D009844:Oligosaccharides; D009946:Organothiophosphorus Compounds; D018030:Silver Compounds; D013865:Thioglycosides; C047751:silver bromide