8 research outputs found
2-C-trifluoromethyl substituted 3-deoxypentoses
An efficient synthesis of 2-C-trifluoromethyl substituted 3-deoxypentoses starting from trifluoropyruvates is described
2-C-trifluoromethyl substituted pentoses
The synthesis of racemic 2-C-trifluoromethyl ribose and racemic 2-C-trifluoromethyl arabinose is described. The four step reaction sequence includes diastereoselective enol ether addition to methyl trifluoropyruvate, diastereoselective dihydroxylation of the CC double bond with potassium osmate, lactonization, and finally SMEAH reduction to give the lactol. 2-C-Trifluoromethyl pentoses exhibit unexpected anomeric and tautomeric stabilities
