Reaction of Styrene Oxide wlth Organomagnesium Reagent Formed from Methylene lodide and Magneslum

Abstract

Reactions betvieen styrene oxide an, d methylene bis(magnesium iodide) CH2(Mgl)2 (Z) obtained from methylene iodide and magnesium turnings were investigated. Styrene, allylbenzene, by the reaction paths of Eq. (5), Nof phenylcyclopropane was, detected in. the reaction mixture which might be expected to be formed via the addition of the gem dimagnesium reagent to the epoxide followed by the a, r-elimination from the, adduc-t, (2). On the other hand, 1, 2-dibiroinoStyrene gave phenylcyclopropane on the treatment with. the gem-dimagnesium reagent (Eq. ( 2 )).