Thioperoxide-Mediated Activation of Thioglycoside Donors

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• 作者：Hongwen He ; Xiangming Zhu
• 刊名：Organic Letters
• 出版年：2014
• 出版时间：June 6, 2014
• 年：2014
• 卷：16
• 期：11
• 页码：3102-3105
• 全文大小：275K
• 年卷期：v.16,no.11(June 6, 2014)
• ISSN：1523-7052

文摘

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).