Reactions of o-xylylenes produced photochemically from o-alkylstyrenes

JM Hornback, LG Mawhorter, SE Carlson…

Index: Hornback,J.M. et al. Journal of Organic Chemistry, 1979 , vol. 44, # 21 p. 3698 - 3703

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Citation Number: 7

Abstract

The potential synthetic utility of o-xylylenes generated photochemically from o-alkylstyrenes has been investigated. The o-xylylenes produced from 3a, 3b, and 3c were trapped with cyclohexene to yield octahydroanthracene derivatives in good yields (94, 86, and 63%, respectively). In the absence of cyclohexene, the o-xylylene from 3a dimerized to produce 8. Irradiation of 16 gave an o-xylylene which is an enol and which subsequently ...