Electronic and Steric Effects in the Dienone-Phenol Rearrangement of 2-Hydroxy- and 2-Alkoxycyclohexa-2,5-dien-1-ones

Article abstract of DOI:10.1021/jo00086a038

A series of 4,4,6-trisubstituted-2-hydroxy- and -2-alkoxycyclohexa-2,5-dien-1-ones (7 and 8) were prepared, where the substituent at C-6 was H, CH3, Ph, tert-butyl, or OEt.In the acid-catalyzed dienone-phenol rearrangement of 7 and 8, the C-4 substituent