Author/Authors :
Serrano-Wu، نويسنده , , Michael H and Regueiro-Ren، نويسنده , , Alicia and St. Laurent، نويسنده , , Denis R and Carroll، نويسنده , , Tina M and Balasubramanian، نويسنده , , Balu N، نويسنده ,
Abstract :
A method for the deprotection of 2-(trimethylsilyl)ethyl (TMSE) esters is described. Treatment of carboxylic esters with NaH in DMF cleanly produces the deprotected acid after extractive work-up. This method can be applied to sterically-hindered substrates as well as esters containing fluoride-labile functionality. A tandem alkylation/ester deprotection procedure is also presented.