Synthesis 2017; 49(10): 2117-2128
DOI: 10.1055/s-0036-1588765
short review
© Georg Thieme Verlag Stuttgart · New York

Catalytic Enantioselective Syntheses of Isoxazolidin-5-ones

Julien Annibaletto
Normandie Univ, INSA Rouen, UNIROUEN, CNRS, COBRA (UMR 6014), 76000 Rouen, France   Email: jean-francois.briere@insa-rouen.fr
,
Sylvain Oudeyer
Normandie Univ, INSA Rouen, UNIROUEN, CNRS, COBRA (UMR 6014), 76000 Rouen, France   Email: jean-francois.briere@insa-rouen.fr
,
Vincent Levacher
Normandie Univ, INSA Rouen, UNIROUEN, CNRS, COBRA (UMR 6014), 76000 Rouen, France   Email: jean-francois.briere@insa-rouen.fr
,
Normandie Univ, INSA Rouen, UNIROUEN, CNRS, COBRA (UMR 6014), 76000 Rouen, France   Email: jean-francois.briere@insa-rouen.fr
› Author Affiliations
Further Information

Publication History

Received: 07 February 2017

Accepted after revision: 02 March 2017

Publication Date:
04 April 2017 (online)


Abstract

This short review provides an overview concerning the developments toward the catalytic enantioselective syntheses of isoxazolidin-5-one derivatives making use of metal-based or organocatalytic conditions. The subsequent use and chemical transformations of these valuable chiral oxazole heterocycles will also be described.

1 Introduction

2 Aza-Michael Strategy

3 Nitroso-Based Annulation Strategy

4 Nitrone-Based Annulation Strategy

5 Functionalization Reactions of Isoxazolidin-5-ones

6 Miscellaneous

7 Conclusion