Convertible formation of different glycoside using molecular iodine
The observation of convertible formation between 2-deoxy-2-iodo-O- glycosides and 2,3-unsaturated glycoside was described. The selective formation of 2-deoxy-2-iodo-O-glycosides was found from the reaction of D-glucal with iodine in the excess alcohol acceptor or the addition of ceric ammonium nitrate as additive while the addition of a stoichiometric amount of alcohol in solvent favored 2,3-unsaturated glycosides formation. The Japan Institute of Heterocyclic Chemistry.
An efficient method for the selective synthesis of 2-deoxy-2-iodo- glycosides by O-glycosidation of d-glucal using I2-Cu(OAc) 2
An efficient and convenient method for the synthesis of 2-deoxy-2-iodo-O-glycosides from tri-O-acetyl-d-glucal with various alcohols by using I2-Cu(OAc)2 is described. The 21 examples of corresponding glycosides were obtained in high