214. S. Mossé, M. Laars, K. Kriis, T. Kanger, A. Alexakis,
     “3,3'-Bimorpholine derivatives as a new class of organocatalysts for asymmetric michael addition”
     Org. Lett. 2006, 8, 2559-2562.

New N-alkyl-3,3‘-bimorpholine derivatives (iPBM) were revealed to be efficient organocatalysts for the asymmetric direct Michael addition of aldehydes to nitroolefins and a vinyl sulfone. In these transformations using iPBM, 1,4-adducts were afforded in high yields, with good to high levels of diastereo- and enantioselectivity. The stereochemical outcome of the reaction could be explained by an acyclic synclinal model.

DOI : 10.1021/ol0607490 

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