Abstract
| - A very efficient procedure for the trimethylsilylation of a wide variety of alcohols, including primary,allylic, benzylic, secondary, hindered secondary, tertiary, and phenols is reported. The reactionswere carried out under neat conditions with trimethylsilyl azide (TMSN3) and, when necessary, inthe presence of a catalytic amount (20 mol %) of tetrabutylammonium bromide (TBABr) at 30 or70 °C. Under catalytic conditions, the yields of the corresponding trimethylsilyl ethers were greaterthan 91%. This procedure also allows the selective protection of primary and secondary alcohols inthe presence of tertiary ones.
|