Preparation of Pyrrolizinone Derivatives via Sequential Transformations of Cyclic Allyl Imides: Synthesis of Quinolactacide and Marinamide

A facile synthetic route has been developed for the preparation of pyrrolizinone derivatives employing N-allyl imides as starting materials. The nucleophilic addition of a vinyl Grignard reagent/RCM/elimination sequence afforded pyrrolizinones in good yields and has been applied for the preparation of naturally occurring quinolactacide and marinamide.