
Tetrahedron Letters p. 2475 - 2478 (1988)
Update date:2022-08-04
Topics:
Kocovsky, Pavel
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.
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