Copper mediated stereoselective synthesis of C-glycosides from unactivated alkynes.
A highly stereoselective rapid C-glycosylation reaction has been developed between glycal and unactivated alkynes in the presence of coppertriflate and ascorbic acid at low catalyst loading and at room temperature. A wide variety of glycals and aryl acetylenes participate in the reaction smoothly. TfOH generated during the reduction of Cu(OTf)2 by ascorbic acid may be the active catalyst for the glycosylation.
Academy of Scientific and Innovative Research, India.
Anil Kumar
AK
Kusunuru
Madhubabu
M
Tatina
Syed Khalid
SK
Yousuf
Debaraj
D
Mukherjee
D000480:Alkynes / Q000737:chemistry*; D001205:Ascorbic Acid / Q000737:chemistry; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D006027:Glycosides; D008698:Mesylates / Q000737:chemistry*; D015394:Molecular Structure; D009005:Monosaccharides / Q000138:chemical synthesis / Q000737:chemistry*; D010084:Oxidation-Reduction; D013237:Stereoisomerism; D013696:Temperature; D013997:Time Factors
D000480:Alkynes; C438934:C-glycoside; D006027:Glycosides; D008698:Mesylates; D009005:Monosaccharides; C548824:copper(I) triflate; D003300:Copper; D001205:Ascorbic Acid