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Faculty Selected Works of Nigam Rath
Article
Conformationally superarmed S-ethyl glycosyl donors as effective building blocks for chemoselective oligosaccharide synthesis in one pot
Organic and Biomolecular Chemistry (2016)
  • Mithila D. Bandara, University of Missouri–St. Louis
  • Jagodige P. Yasomanee, University of Missouri–St. Louis
  • Nigam P. Rath, University of Missouri–St. Louis
  • Christian M. Pedersen, University of Copenhagen
  • Mikael Bols, University of Copenhagen
  • Alexei V. Demchenko, University of Missouri–St. Louis
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Abstract
A new series of superarmed glycosyl donors has been investigated. It was demonstrated that the S-ethyl leaving group allows for high reactivity, which is much higher than that of equally equipped S-phenyl glycosyl donors that were previously investigated by our groups. The superarmed S-ethyl glycosyl donors equipped with a 2-O-benzoyl group gave complete β-stereoselectivity. Utility of the new glycosyl donors has been demonstrated in a one-pot one-addition oligosaccharide synthesis with all of the reaction components present from the beginning.
Disciplines
Publication Date
November 29, 2016
DOI
10.1039/C6OB02498J
Publisher Statement

10.1039/c6ob02498j
Citation Information
Mithila D. Bandara, Jagodige P. Yasomanee, Nigam P. Rath, Christian M. Pedersen, et al.. "Conformationally superarmed S-ethyl glycosyl donors as effective building blocks for chemoselective oligosaccharide synthesis in one pot" Organic and Biomolecular Chemistry Vol. 15 Iss. 3 (2016) p. 559 - 563
Available at: http://works.bepress.com/nigam-rath/18/
Creative Commons license
Creative Commons License
This work is licensed under a Creative Commons CC_BY International License.