A reagent combination of β-SnO and catalytic Cu 2 O promotes the reaction of allyl halides with aldehyde, cyclic monoketone, 1,2-diketone, 1,3-diketone, and anhydride in DCM−H 2 O, leading to corresponding homoallylic alcohols having exclusive γ -regioselectivity. Surface probing by XRD and XPS indicates that the reagent activates allyl halide preferentially via two kinds of binding interaction. The first one is characterized by an alkene−copper(I) interaction at the copper site, and the second a surface organometallic species at the tin site in which tin is in the +IV oxidation state.
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Sinha et al. (2003) studied this question.
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