Copper-catalysed enantioselective Michael addition of malonic esters to β-trifluoromethyl-α,β-unsaturated imines.

Org Biomol Chem

Departament de Química Orgànica, Facultat de Química, Universitat de València, C/ Dr. Moliner 50, 46100-Burjassot, Spain.

Published: May 2017

Copper triflate-BOX complexes catalyse the enantioselective conjugate addition of methyl malonate to β-trifluoromethyl-α,β-unsaturated imines to give the corresponding enamines bearing a trifluoromethylated stereogenic centre with good yields, and diastereo- and enantioselectivities. The usefulness of the method has been shown with the synthesis of optically active β-trifluoromethyl δ-amino esters and optically active trifluoromethyl piperidones.

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http://dx.doi.org/10.1039/c7ob00595dDOI Listing

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