Effective 1,2-trans-glycosylation of complex alcohols and phenols using the oximate orthoester of O-pivaloyl glucopyranose
Abstract
The highly stereoselective β-glycosylation of the complex steroid alcohols (2b)–(2d), the steroid phenol (2e), and the serine derivative (2f) is achieved in high yields using the new glycosyl donor 1,2-O-(1-N-1-phenylethylideneamino-oxy)-2,2-dimethylpropylidene-3,4,6-tri-O-pivaloyl-α-D-glucopyranose (1) in the presence of boron trifluoride–diethyl ether.