Facile Silylation of Cyclitols Using Silyl Bis(triflates)

Abstract

Novel silylated diols and polyols were prepared using a recently developed synthesis route with bifunctionalized silyl triflates. These silyl derivatives include two triflate functions, [a] 1302 Scheme 2. Preparation of the silyl-protected 1,2-cyclitols 12a-e. Reagents and conditions: a) TfOH, dichloromethane, -20°C, b) trans-cyclohexane-1,2-diol (7a) or cis-cyclohexane-1,2-diol (7b), Et 3 N, dichloromethane, -20°C to room temp.