Enantioselective Michael Addition of Aldehydes to Maleimides Organocatalyzed by a Chiral Primary Amine-Salicylamide

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Date
2018-12-12
Author
Torregrosa Chinillach, Alejandro
Moragues, Adrien
Pérez Furundarena, Haritz
Chinchilla Cruz, Rafael
Gómez Bengoa, Enrique
Guillena Townley, Gabriela
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  Estadisticas en RECOLECTA
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Molecules 23(12) : (2018) // Article ID 3299
URI
http://hdl.handle.net/10810/31826
Abstract
A primary amine-salicylamide derived from chiral trans-cyclohexane-1,2-diamine was used as an organocatalyst for the enantioselective conjugate addition of aldehydes, mainly ,-disubstituted to N-substituted maleimides. The reaction was performed in toluene as a solvent at room temperature. The corresponding enantioenriched adducts were obtained with high yields and enantioselectivities up to 94%. Theoretical calculations were used to justify the stereoinduction.
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited (CC BY 4.0).
Except where otherwise noted, this item's license is described as This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited (CC BY 4.0).