화학공학소재연구정보센터
Chemistry Letters, Vol.41, No.3, 325-327, 2012
HClO4 center dot SiO2-mediated Improved Isomerization of Glycidic Esters to alpha-Hydroxy-beta,gamma-unsaturated Esters: Application in the Formal Synthesis of (R)-Baclofen and beta-Phenyl GABA Analogues
An efficient isomerization of glycidic esters to corresponding allylic alcohols, viz. alpha-hydroxy-beta,gamma-unsaturated esters has been brought about using HClO4 center dot SiO2. Five of these allylic alcohols underwent selective S(N)2' nucleophilic substitution to generate alpha-azido-alpha,beta-unsaturated esters which were readily converted to an antispastic drug Baclofen and four other beta-phenyl GABA analogues.