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A mild and efficient synthetic protocol for Ferrier azaglycosylation promoted by ZnCl2/Al2O3
Authors:Feiqing Ding
Affiliation:Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637371, Singapore
Abstract:An improved method for the Ferrier sulfonamidoglycosylation of tri-O-acetyl-d-glucal with different N-nucleophiles has been developed. ZnCl2 impregnated on activated alumina acts as an excellent reagent system for the conversion of 3,4,6-tri-O-acetyl-d-glucal into 2,3-unsaturated-N-pseudoglycals with good yields and preferential α-anomeric selectivity.
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