3,3'-bimorpholine derivatives as a new class of organocatalysts for asymmetric Michael addition |
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Authors: | Mossé Sarah Laars Marju Kriis Kadri Kanger Tõnis Alexakis Alexandre |
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Institution: | Department of Organic Chemistry, University of Geneva, 30 quai Ernest Ansermet, CH-1211 Geneva 4, Switzerland. |
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Abstract: | 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. reaction: see text] |
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