Article ID Journal Published Year Pages File Type
5261262 Tetrahedron Letters 2016 4 Pages PDF
Abstract
Copper(II) triflate catalyzed stereoselective glycosylation of 2-iodo-glycosyl acetate donor is reported. Anomeric activation of 2-deoxy-1-O-acetyl sugar employing Cu(OTf)2 found to be an attractive as well effective alternative reagent to the most frequently used triflic acid (TfOH) source such as TMSOTf or TBSOTf. Scope of the reaction was explored for various aglycones. This protocol involves simple reaction operation, employs less expensive and non-toxic reagent system, and enables the stereoselective preparation of 2-deoxy-2-iodo-glycosides. Furthermore, CuI/NaIO4 in the presence of AcOH at ambient temperature promoted the regioselective iodoacetoxylation of various glycals to access 2-iodo-glycosyl acetates.
Related Topics
Physical Sciences and Engineering Chemistry Organic Chemistry
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