Abstract
The 1,3-dipolar cycloaddition between N-acryloyl-oxazolidinone and diphenyl nitrone is catalyzed by chiral catalysts derived from bis(oxazoline) (R)- 7 and Mg(II) perchlorate or triflate. In addition to complete regioselectivity, the endo cycloadduct can be obtained with up to 86% ee. The stereochemical results are due either to the specific counterion or to the presence of molecular sieves (as well as to the relative reagent concentrations). As a consequence, the enantioselecvity is opposite to that induced by the catalyst derived from Mg(II) iodide with the same chiral ligand.
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