Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5261262 | Tetrahedron Letters | 2016 | 4 Pages |
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.
Keywords
Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Suresh Kumar Battina, Sudhir Kashyap,