Carbenoid insertion into the peroxide bond vs the olefin bond of cyclic peroxides.
Herein we report examples of the insertion of a carbenoid into a peroxide linkage. This study reveals that intramolecular insertion of carbenes into the peroxide linkage of 3,6-dihydro-1,2-dioxines is preferred over olefin insertion. The initial scope of the reaction and mechanistic considerations, have been probed. This methodology also generates unusual bicyclic hemiacetals (2) and tricyclic peroxides (3).
Zvarec
Ondrej
O
Department of Chemistry, The University of Adelaide, South Australia 5005, Australia.
Avery
Thomas D
TD
Taylor
Dennis K
DK