Radical–polar crossover domino reactions involving organozinc reagents and β-(allyloxy)-enoates

Organozinc reagents (organozinc halides, diorganozincs and mixed copper–zinc reagents) react with β-(allyloxy)-enoates via a radical–polar crossover process to afford substituted furans in one single synthetic step following a domino reaction involving Michael addition and carbocyclisation. Reversal of diastereoselectivity can be obtained varying the organometallic and/or the reaction conditions.