2-Allylphenyl Glycosides as Complementary Building Blocks for Oligosaccharide and Glycoconjugate Synthesis

Hemali D Premathilake; Alexei V Demchenko

doi:10.3762/bjoc.8.66

2-Allylphenyl Glycosides as Complementary Building Blocks for Oligosaccharide and Glycoconjugate Synthesis

Hemali D Premathilake, Alexei V Demchenko

University of Missouri-St. Louis

Research output: Contribution to journal › Article › peer-review

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.

Original language	American English
Journal	Beilstein Journal of Organic Chemistry
Volume	8
DOIs	https://doi.org/10.3762/bjoc.8.66
State	Published - Apr 18 2012

Disciplines

Biochemistry
Chemistry
Organic Chemistry

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Cite this

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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.",

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AB - 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.

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