STEREOSELECTIVE SYNTHESIS OF C-GLYCOSYL COMPOUNDS via MICHAEL ADDITION OF TRIMETHYLSILYL ENOL ETHERS AND ENAMINES TO HEX-1-ENOPYRAN-3-ULOSES

Article abstract of DOI:10.1016/S0008-6215(00)90876-0

The titanium(IV)-catalyzed addition of trimethylsilyl enol ethers to 2,4,6-tri-O-acylhex-1-enopyran-3-uloses (3 and 4) gave stereoselectively 3,6-di-O-acyl-4-deoxy-β-D-glycero-hex-3-enopyranosyl-2-ulose derivatives.The formation of the C-glycosyl bond was