American Chemical Society
Browse

O‑Glycosylation Enabled by N-(Glycosyloxy)acetamides

Download (5.15 MB)
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 N-(glycosyloxy)­acetamides as glycosyl donors. The N-oxyacetamide leaving group in donors could be rapidly activated in the presence of Cu­(OTf)2 or SnCl4 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 N-(glycosyloxy)­acetamides, and the small leaving group make this method very practical.

History