A study of polymer-supported bases for the solution phase synthesis of glycosyl trichloroacetimidates

Abstract

Polystyrene-supported strong organic bases are highly efficient reagents for the solution-phase synthesis of glycosyl trichloroacetimidates, affording quantitative yields of pure products in short reaction times after simple filtration and evaporation. Although efficiency of the different bases varies with substrate structure, polymer-bound 1,8-diazabicyclo[5.4.0]undec-7-ene was found to give the best results for all substrates tested.We thank the Ministry of Education and Science of Spain for financial support (projects BQU2000-1501-C02-01 and BQU2003-03550-C03-02) and a predoctoral fellowship to L.E.Peer reviewe