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<i>O</i>‑Glycosylation Enabled by <i>N-</i>(Glycosyloxy)acetamides

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journal contribution
posted on 2018-06-25, 00:00 authored by Miao Liu, Bo-Han Li, De-Cai Xiong, Xin-Shan Ye
A novel glycosylation protocol has been established by using <i>N</i>-(glycosyloxy)­acetamides as glycosyl donors. The <i>N</i>-oxyacetamide leaving group in donors could be rapidly activated in the presence of Cu­(OTf)<sub>2</sub> or SnCl<sub>4</sub> under microwave irradiation. This glycosylation process afforded the coupled products in high yields, and the reaction enjoyed a broad substrate scope, even for disarmed donors and hindered acceptors. The easy availability of the donors, the high stability of <i>N-</i>(glycosyloxy)­acetamides, and the small leaving group make this method very practical.

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