Caputo, J., M. Naodovic, and D. Weix. Nickel-Catalyzed Allylation of a-Amido Sulfones To Form Protected Homoallylic Amines. Synlett.
| Abstract | The allylation of stable, protected imine precursors, a-amiclo sulfones, with allylic acetates to form homoallylic amines is catalyzed by nickel under mild reducing conditions. Aliphatic and aryl imMes are tolerated, as are substituted allylic acetates. In the case of substituted allylic acetates, high diastereoselectivity and regioselectivity is observed in some cases and the branched product is obtained almost exclusively. |
| Keywords | allylation, allylic carbonates, amines, aqueous-media, asymmetric allylation, enantioselective allylation, hydrazones, imines, in-situ, mediated allylation, nickel, reduction, reductive allylation, stereoselective-synthesis, tert-butanesulfinyl imines |
| DOI | 10.1055/s-0034-1379539 |