Abstract
The ene-type chlorination of benzyl prenyl ether (1 a) and benzyl geranyl ether (1 b) with hypochlorous acid gave allylic chlorides (2) in good yields. Allylic chlorides (2) reacted with Grignard reagents such as isoamylmagnesium bromide (2 a) and n-butylmagnesium bromide (2 b) in the presence of CuCl to give γ-ross coupling products (5) and (6) in high regioselectivities. Reactions of allylic chlorides (2) with prenylmagnesium chloride (2 c) were subsequently conducted in the presence of CuI to obtain the cross coupling products (4), (5) and (6).
