Copper-catalyzed rearrangement of N-aryl nitrones into epoxyketimines

Article abstract of DOI:10.1002/anie.201301963

Please pass the oxygen: A new method for the preparation of trans-α,β-epoxyketimines has been achieved through a copper-catalyzed rearrangement of (E)-α,β-unsaturated nitrones. The scope and tolerance of the method is evaluated and the synthetic utility of the products is demonstrated. The new transformation provides facile access to an unusual, densely functionalized intermediate that can be exploited for further synthetic application. Copyright