Overman Rearrangement of γ-Aryl Crotyl Alcohols: Effects of Aryl Substituents

…, YK Lira, KS Lee, IH Jung, MY Yoon

Index: Cho, Cheon-Gyu; Lim, Yeong-Kwan; Lee, Kang-Sang; Jung, In-Hak; Yoon, Moon-Yeong Synthetic Communications, 2000 , vol. 30, # 9 p. 1643 - 1650

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Citation Number: 14

Abstract

Abstract Various α, α-methyl aryl allylic amines were synthesized from γ-aryl crotyl alcohols via thermal Overman rearrangement. Noteworthy is that the presence of the electron withdrawing groups at aryl group causes substantial increases in the reaction rates and product yields. The resulting trichloroacetamides were hydrolyzed to the corresponding amines in good yields.