Synthesis of 4-Ethoxycarbonyl-5-arylisoxazolidines via Regioselective Cycloaddition

Abstract

Convenient synthesis of a series of 4-ethoxycarbonyl-5-arylisoxazolidines (6a–c) is described, via N-tetrahydropyran-2-yl protected intermediates (5a–c). Regioselectivity of this reaction is confirmed by high-field NMR experiments, and is shown to agree with theoretical predictions

Acknowledgments

The authors would like to gratefully acknowledge the financial support of the Ontario Neurotrauma Foundation (RSJ) and the Canadian Institutes of Health Research (JS).