STERIC CONTROL OF EPOXIDATION BY ALLYLIC AND HOMOALLYLIC CARBAMATE GROUPS
Carbamoyloxy groups show syn-stereodirecting effect on epoxidation of allylic and homoallylic double bonds similar to that of hydroxy groups.Allylic carbamates 1c-1f, 4d, 6d and 6f and their homoallylic counterparts 8c-8e thus produce corresponding cis-epoxides as the major products on reaction with MCPBA.Mechanism of this steering is discussed.
Kocovsky, Pavel
p. 2475 - 2478
(2007/10/02)
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