Mechanistic evidence for remote π-aryl participation in acid-catalyzed ring opening of homobenzoquinone epoxides

Takumi Oshima, Haruyasu Asahara, Takuya Koizumi, Saki Miyamoto
2008 Chemical Communications  
The acid-induced reaction of bis(p-chlorophenyl)-5 homobenzoquinone epoxide gave the dual ipso/ortho intramolecular SE2-Ar products associated with the -aryl participated oxirane ring opening, whereas bis(p-tolyl)-and diphenyl-substituted homologues provided only the ortho products. 10
doi:10.1039/b719663f pmid:18379699 fatcat:iazecta5zrcrnhpr6ig2fosgny