Multicomponent Catalytic Enantioselective Synthesis of Isoxazolidin‐5‐Ones

Julien Annibaletto (1) , Thomas Martzel (1) , Vincent Levacher (1) , Sylvain Oudeyer (1) , Jean-François Brière (1)

1 COBRA - Chimie Organique et Bioorganique : Réactivité et Analyse

We report herein a strategy to afford a multicomponent catalytic enantioselective synthesis of βsubstituted isoxazolidin-5-ones via a KMC process promoted by a suited cupreine used as bifunctional organocatalyst. The hydroxamic acid component, with a sterically hindered amide moiety, proved to be key for the successful formation and transformation of the obtained original N-amide isoxazolidin-5-ones.

Keywords: Meldrum's acid; Multicomponent reaction; Organocatalysis; Cupreine; Isoxazolidinone

Domains: Chemical Sciences; Organic chemistry; Chemical Sciences; Catalysis

Julien Annibaletto, Thomas Martzel, Vincent Levacher, Sylvain Oudeyer, Jean-François Brière. Multicomponent Catalytic Enantioselective Synthesis of Isoxazolidin‐5‐Ones. Advanced Synthesis and Catalysis, 2021, 363, pp.4447-4451. ⟨10.1002/adsc.202100719⟩. ⟨hal-03322422⟩