Steric control of epoxidation by allylic and homoallylic carbamate groups
作者:Pavel Kočovský
DOI:10.1016/s0040-4039(00)87911-3
日期:1988.1
Carbamoyloxy groups show syn-stereodirecting effect on epoxidation of allylic and homoallylic double bonds similar to that of hydroxy groups. Allylic carbamates –, , , and and their homoallylic counterparts – thus produce corresponding -epoxides as the major products on reaction with MCPBA. Mechanism of this steering is discussed.