Ortho-Para Migration in the Para-Claisen Rearrangement1

EN Marvell, R Teranishi

Index: Marvell et al. Journal of the American Chemical Society, 1954 , vol. 76, p. 1922,1925

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Citation Number: 1

Abstract

The Hurd-Pollack mechanism for the para-Claisen rearrangement postulates a dienone intermediate. If the two groups ortho to the keto function are both of allylic nature either could migrate further to the para position. Rearrangement of y-phenylallyl2, 6-diallylphenyl ether gives a product in which 2, 6-diallyl-4-(y-phenylally1)-phenol was identified. However, identical treatment of allyl 2-allyl-6-(or-phenylallyl)-phenyl ether gives at least two ...