Abstract
AbstractIn this communication, we have reported a productive and cost‐effective catalytic system containing copper (I) iodide (CuI) and 4‐dimethyl aminopyridine (DMAP), used for the first time in homo‐ and heterocoupling of stereoselective α‐2‐deoxy monosaccharide propargyl glycosides and α‐2‐deoxy disaccharide propargyl glycosides respectively in acetonitrile (MeCN) afforded the mimic oligosaccharide based conjugated 1,3‐diyne derivatives upto 96 % yield under aerobic condition at room temperature. The results proved that the symmetrical homo coupling are exclusively favoured following the Glaser‐Hay reaction and on other hand we have successfully synthesized the unsymmetrical heterocoupled deoxy sugar based mimic oligosaccharide products in good to excellent yield. This reaction involved mild conditions, a wide substrate scope, and excellent functional group compatibility as well as less reaction time. In this article, a library of nine novel stereoselective deoxy sugar derived symmetrical and unsymmetrical coupled products have been synthesized and structures were determined by the 1H, 13C & 2D NMR spectroscopy.
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