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Article
2-Allylphenyl Glycosides as Complementary Building Blocks for Oligosaccharide and Glycoconjugate Synthesis
Beilstein Journal of Organic Chemistry (2012)
  • Hemali D Premathilake, University of Missouri–St. Louis
  • Alexei V Demchenko, University of Missouri–St. Louis
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.
Publication Date
April 18, 2012
DOI
10.3762/bjoc.8.66
Citation Information
Hemali D Premathilake and Alexei V Demchenko. "2-Allylphenyl Glycosides as Complementary Building Blocks for Oligosaccharide and Glycoconjugate Synthesis" Beilstein Journal of Organic Chemistry Vol. 8 Iss. 1 (2012) p. 597 - 605
Available at: http://works.bepress.com/alexei-demchenko/54/