The stereochemistry of 1,2-additions of allylmagnesium, allylindium, and allylbismuth to cyclohexenones

Allylmagnesium, allylindium, and allylbismuth generally showed a preference for axial addition to cyclohexenones. Allylmagnesium was the most stereoselective. Reactions with an α-methylated enone (carvone) were the most selective, except that allylbismuth was unreactive with this substrate.