Document Type
Article
Keywords
Carbohydrates, Glycosylation, Leaving group, Oligosaccharides, Orthogonal strategy, Selective activation
Abstract
The 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. © 2012 Premathilake and Demchenko.
Publication Date
4-26-2012
Publication Title
Beilstein Journal of Organic Chemistry
E-ISSN
18605397
Volume
8
First Page
597
Last Page
605
Rights
CC BY
DOI
10.3762/bjoc.8.66
Recommended Citation
Premathilake, Hemali D. and Demchenko, Alexei V., "2-Allylphenyl glycosides as complementary building blocks for oligosaccharide and glycoconjugate synthesis" (2012). Chemistry & Biochemistry Faculty Works. 111.
DOI: https://doi.org/10.3762/bjoc.8.66
Available at:
https://irl.umsl.edu/chemistry-faculty/111