Issue 12, 2018

Preparation of pyrrolizinone derivatives via sequential transformations of cyclic allyl imides: synthesis of quinolactacide and 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.

Graphical abstract: Preparation of pyrrolizinone derivatives via sequential transformations of cyclic allyl imides: synthesis of quinolactacide and marinamide

Supplementary files

Article information

Article type
Paper
Submitted
31 Jan 2018
Accepted
28 Feb 2018
First published
28 Feb 2018

Org. Biomol. Chem., 2018,16, 2125-2133

Preparation of pyrrolizinone derivatives via sequential transformations of cyclic allyl imides: synthesis of quinolactacide and marinamide

M. Simic, G. Tasic, P. Jovanovic, M. Petkovic and V. Savic, Org. Biomol. Chem., 2018, 16, 2125 DOI: 10.1039/C8OB00260F

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