Abstract

1,2-Naphthoquinone with γ-substituted allyltin reagents undergoes both thermal and photochemical reactions, which show the opposite regioselectivities to each other. The both reactions are supposed to proceed via the initial 1,2-addition, which occurs at the γ-position of the allyltin in the thermal reaction and at the less hindered α-position in the photoreaction, followed by the [3,3] allylic migration.

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