Some secondary amines of varying structural type have been oxidized by
the methyltrioxorhenium/hydrogen peroxide system to the corresponding
nitroxides in excellent yield. These results, coupled with our earlie
r work using this system, indicate the striking parallel between this
chemistry and that of the dioxiranes. While the yields in the dioxiran
e and methyltrioxorhenium/hydrogen peroxide methods are comparable, th
e latter method must be regarded as superior since it is catalytic. (C
) 1998 John Wiley & Sons, Inc.