Overman rearrangement of gamma-aryl crotyl alcohols: Effects of aryl substituents

Various alpha,alpha'-methyl aryl allylic amines were synthesized from gamma -aryl crotyl alcohols via thermal Overman rearrangement. Noteworthy is that the presence of the electron withdrawing groups at aryl group causes subst antial increases in the reaction rates and product yields. The resulting tr ichloroacetamides were hydrolyzed to the corresponding amines in good yield s.