Journal of organometallic chemistry

Allylation of quinones by allylic indium reagents

S Araki, N Katsumura, Y Butsugan

Index: Araki, Shuki; Katsumura, Nobuhito; Butsugan, Yasuo Journal of Organometallic Chemistry, 1991 , vol. 415, # 1 p. 7 - 24

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Citation Number: 34

Abstract

Abstract Allylation of a variety of quinones by allylic indium sesquihalides was studied. Reactions of unsubstituted p-benzoquinone with allylindium, prenylindium, and geranylindium reagents gave, after oxidation with silver oxide, the corresponding allylated quinones in good yields. These reactions appear to proceed via 1, 2-addition of the allylic indium reagents at the γ-carbon followed by [3, 3] sigmatropic rearrangement. Substituted ...