Stereoselective Glycosylations by Nitrosyl Tetrafluoroborate-Catalyzed Activation of Glycosyl Trichloroacetimidate Derivatives

Abhijit Sau, Abhishek Santra, Anup Kumar Misra*

*Division of Molecular Medicine, Bose Institute, P-1/12, C. I. T. Scheme VII M, Kolkata 700054, India, Email: akmisra69gmail.com

A. Sau, A. Santra, A. K. Misra, Synlett, 2012, 23, 2341-2348.

DOI: 10.1055/s-0032-1317135

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Abstract

Nitrosyl tetrafluoroborate (NOBF₄) promoted activation of glycosyl trichloroacetimidate derivatives enables an efficient stereoselective glycosylation. A series of mono- and disaccharide derivatives were synthesized in excellent yield and high stereoselectivity at the glycosylation center.

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Key Words

acetals, glycosylation, glycosides, stereoselective synthesis, oligosaccharides, carbohydrates

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ID: J60-Y2012-3180