Asymmetric Diels–Alder Reaction Involving Dynamic Enantioselective Crystallization

Asymmetric Diels–Alder reaction was achieved under achiral conditions. Reaction of prochiral 2-methylfuran and <i>N</i>-phenylmaleimide in heptane or hexane solution at 80 °C efficiently gave a conglomerate crystal of <i>exo</i>-type Diels–Alder adduct selectively, and continuous suspension of the reaction mixture with glass beads promoted attrition-enhanced deracemization, leading to an optically active <i>exo</i>-adduct in 90% ee.