An improved procedure to prepare 3-methyl-4-nitroalkylenethylisoxazoles and their reaction under catalytic enantioselective Michael addition with nitromethane.

Abstract

Herein, we describe a short synthesis of 3-methyl-4-nitro-5-alkylethenyl isoxazoles and their reactivity as Michael acceptors. The title compounds reacted with nitromethane under phase-transfer catalysis to provide highly enantioenriched adducts (up to 93% ee) which were then converted to the corresponding γ-nitroacids.

DOI: 10.1039/c4ob02109f

Cite this paper

@article{Moccia2015AnIP, title={An improved procedure to prepare 3-methyl-4-nitroalkylenethylisoxazoles and their reaction under catalytic enantioselective Michael addition with nitromethane.}, author={Maria Luisa Moccia and Robert J. Wells and Mauro F A Adamo}, journal={Organic & biomolecular chemistry}, year={2015}, volume={13 7}, pages={2192-5} }