The synthesis of oximes and nitroalkanes bearing a chiral auxiliary unit: convenient substrates for the preparation of enantiomerically pure nitrile oxides

We report the synthesis of four new oximes and three nitroalkanes bearing a chiral unit. All these compounds were converted into nitrile oxides and subjected to 1,3-dipolar cycloaddition with 3-E-hexene, giving the corresponding 2-isoxazolines in fair yields but only with moderate stereoselectivities.