Abstract
Protected propargyl C-glycosides have been prepared by activation of the anomeric centres of 2,3,4,6-tetra- O-benzyl- derivatives of d-glucose and d-galactose, followed by treatment with allenyltributylstannane in the presence of Lewis-acid. Activation was by formation of the anomeric acetates, trichloroacetimidates or fluorides; boron trifluoride etherate and trimethylsilyl trifluoromethanesulfonate were particularly effective Lewis-acids. Attempts to perform similar reactions on 1,2,3,4,6-penta- O-acetyl- d-glucose led to participation by the C-2 acetate group and formation of 3,4,6-tri- O-acetyl-1,2- O-[1-(prop-2-ynyl)ethylidene]-α- d-glucopyranose.
Sign-in/Register to access full text options 
Free) 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a call
