Direct Dehydrative Glycosylation Catalyzed by Diphenylammonium Triflate

Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry
Mei-Yuan HsuCheng-Chung Wang

Abstract

Methods for direct dehydrative glycosylations of carbohydrate hemiacetals catalyzed by diphenylammonium triflate under microwave irradiation are described. Both armed and disarmed glycosyl-C1-hemiacetal donors were efficiently glycosylated in moderate to excellent yields without the need for any drying agents and stoichiometric additives. This method has been successfully applied to a solid-phase glycosylation.

References

Mar 24, 2005·Journal of the American Chemical Society·Kazuaki IshiharaAkira Sakakura
Dec 19, 2006·Carbohydrate Research·Tae-Joon ParkRobert J Linhardt
Jul 21, 2007·Nature Protocols·Akira SakakuraKazuaki Ishihara
Apr 17, 2013·Angewandte Chemie·Steffen EllerPeter H Seeberger
Nov 6, 2014·Organic & Biomolecular Chemistry·Guohua ChenJingkang Shen
Apr 27, 2016·The Journal of Physical Chemistry. a·Aleksander TrummalIvo Leito
Aug 18, 2016·Journal of the American Chemical Society·Kyan A D'Angelo, Mark S Taylor
Jul 19, 2018·Chemistry, an Asian Journal·Sloane O'NeillMaciej A Walczak

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Methods Mentioned

BETA
glycosylation
glycosylations

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