205 research outputs found
Stereocontrolled 1,2-Cis Glycosylation as the Driving Force of Progress in Synthetic Carbohydrate Chemistry
No full textRecent developments in stereoselective 1,2-cis glycosylation that have emerged during the past decade are surveyed herein. For detailed coverage of the previous achievements in the field the reader is referred to our earlier reviews: A. V. Demchenko, Curr. Org. Chem., 2003, 7, 35–79 and Synlett, 2003, 1225–1240
Bromine-promoted glycosidation of conformationally superarmed thioglycosides
No full textPresented herein is our study of the conformation and reactivity of highly reactive thioglycoside donors. The structural studies have been conducted using NMR spectroscopic and computational methods. The reactivity of these donors has been investigated in bromine-promoted glycosylations of aliphatic and sugar alcohols. Swift reaction times, high yields, and respectable 1,2-cis stereoselectivity were observed in a majority of these glycosylations
2-Allylphenyl glycosides as complementary building blocks for oligosaccharide and glycoconjugate synthesis
No full textThe O-allylphenyl (AP) anomeric moiety was investigated as a new leaving group that can be activated for chemical glycosylation under a variety of conditions, through both direct and remote pathways. Differentiation between the two activation pathways was achieved in a mechanistic study. The orthogonal-type activation of the AP moiety along with common thioglycosides allows for the execution of efficient oligosaccharide assembly
Handbook of Chemical Glycosylation. Advances in Stereoselectivity and Therapeutic Relevance. Herausgegeben von Alexei V. Demchenko.
No full textHandbook of Chemical Glycosylation: Advances in Stereoselectivity and Therapeutic Relevance. Edited by Alexei V. Demchenko.
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