Chemistry Letters

Dual regioselectivity in the photoallylation of electron-deficient alkenes by allylic silanes

K Mizuno, M Ikeda, Y Otsuji

Index: Mizuno, Kazuhiko; Ikeda, Munehiro; Otsuji, Yoshio Chemistry Letters, 1988 , # 9 p. 1507 - 1510

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Citation Number: 27

Abstract

The photoreaction of 1-aryl-2, 2-dicyanoethenes with allylic silanes in the presence of phenanthrene gave 4-aryl-5, 5-dicyano-1-pentenes in high yields. In this photoreaction, the allylic groups were introduced regioselectively at the β-position to cyano group. In contrast, the photoreaction of alkylidenepropanedinitriles with allylic silanes gave products allylated at the α-position to cyano group along with their reduction products.