Synthesis of Isoxazolidines, Isoxazolines and Isoxazoles from O-Unsaturated Alkoxyamines

Title:Synthesis of Isoxazolidines, Isoxazolines and Isoxazoles from O-Unsaturated Alkoxyamines

Volume: 15 Issue: 5

Author(s): Julien Escudero, Veronique Bellosta and Janine Cossy*

Affiliation:

• Laboratoire de Chimie Organique, Institute of Chemistry, Biology and Innovation (CBI), CNRS, ESPCI Paris, PSL Research University, 10 rue Vauquelin, 75231 Paris Cedex 05,France

Keywords: Alkoxyamine, hydroxylamine, isoxazolidine, isoxazoline, isoxazole, cyclization, synthesis, review.

Abstract: O-Unsaturated alkoxyamines are versatile compounds that can be cyclized to heterocyclic 5-membered rings by using onium ions, transition metals, Brønsted and Lewis acids. O-Allylic and O-homoallylic alkoxyamines can be transformed to isoxazolidines, O-allenyl alkoxyamines to isoxazolidines as well as to 2-isoxazolines and O-alkynyl alkoxyamines to 2- or 3-isoxazolines as well as to isoxazoles.

Cite this article as:

Escudero Julien , Bellosta Veronique and Cossy Janine *, Synthesis of Isoxazolidines, Isoxazolines and Isoxazoles from O-Unsaturated Alkoxyamines, Letters in Organic Chemistry 2018; 15 (5) . https://dx.doi.org/10.2174/1570178614666171023161721