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Thioperoxide-Mediated Activation of Thioglycoside Donors

Posted on 2014-06-06 - 00:00
Thioperoxide (1) in combination with trimethylsilyl trifluoro­methane­sulfonate (TMSOTf) provides a powerful thiophilic promoter system, capable of activating different thioglycosides. Both armed and disarmed thioglycosides were activated effectively in the presence of different glycosyl acceptors, giving glycosidation products in high to excellent yields. A plausible activation pathway was also proposed and supported by isolating side-products trifluoro­methyl­phenyl disulfide (CF3SSPh) and alkene (42).

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