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

Autor: Alejandro Torregrosa-Chinillach, Adrien Moragues, Haritz Pérez-Furundarena, Rafael Chinchilla, Enrique Gómez-Bengoa, Gabriela Guillena
Jazyk: angličtina
Rok vydání: 2018
Předmět:
Zdroj: Molecules, Vol 23, Iss 12, p 3299 (2018)
Druh dokumentu: article
ISSN: 1420-3049
DOI: 10.3390/molecules23123299
Popis: 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 α,α-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.
Databáze: Directory of Open Access Journals
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