抄録
The reaction of methyl 4, 5-epoxy-(2E)-pentenoate (1) with various arylcopper reagents was studied. Basically, all arylcopper reagents react with 1 in SN2 fashion. However, addition of BF3 causes reversal of the regioselectivity, which can be rationalized in terms of a two-step conversion by way of methyl 4-bromo-5-hydroxy-2-pentenoate (5).
