Preparation of pyrrolizinone derivatives via sequential transformations of cyclic allyl imides: synthesis of quinolactacide and marinamide. Issue 12 (7th March 2018)

• Record Type: Journal Article
• Authors: Simic, Milena; Tasic, Gordana; Jovanovic, Predrag; Petkovic, Milos; Savic, Vladimir
• Is Part Of: Organic & biomolecular chemistry. Volume 16:Issue 12(2018)
• Page Start: 2125
• Page End: 2133
• Publication Date: 2018-03-07
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/c8ob00260f
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : A facile synthetic route toward the preparation of pyrrolizinone derivatives has been developed and applied for the synthesis of quinolactacide/marinamide. Abstract : 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.