Abstract The allylmagnesium chloride addition/RCM sequence on N-alkenyl-substituted imides provides a mild access to indolizinone and pyrroloazepinone derivatives with the α- hydroxy-γ-lactam framework. The procedure can be applied to the asymmetric synthesis of this type of derivatives, by employing a 2-exo-hydroxy-10-bornylsulfinyl group as a chiral auxiliary. Further functionality can be introduced at the angular position through an α- ...