Epoxidation of Olefins with a Silica-Supported Peracid

R Mello, A Alcalde-Aragonés…

Index: Mello, Rossella; Alcalde-Aragones, Ana; Gonzalez Nunez, Maria Elena; Asensio, Gregorio Journal of Organic Chemistry, 2012 , vol. 77, # 15 p. 6409 - 6413

Full Text: HTML

Citation Number: 15

Abstract

Anhydrous [2-percarboxyethyl] functionalized silica (2a) is an advantageous oxidant for performing the epoxidation of olefins 1. Epoxides 3 do not undergo the ring-opening reactions catalyzed by the acidic silica surface, except for particularly activated cases such as styrene oxide. The hydrophilic and acidic character of the silica surface does not interfere with the directing effects exerted by allylic H-bond acceptor substituents. The alkenes 1 ...