Copper-Catalyzed Synthesis of [gamma]-Amino Acids Featuring Quaternary Stereocenters

The first general asymmetric synthesis of [gamma],[gamma]-disubstituted [gamma]-amino acids by copper-catalyzed ring opening of nonstrained lactones with amines is reported. This approach features ample scope, operational simplicity, and wide functional-group diversity. The catalytic process allows...

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Veröffentlicht in:Angewandte Chemie International Edition 2017-11, Vol.56 (47), p.15035
Hauptverfasser: Gomez, José Enrique, Guo, Wusheng, Gaspa, Silvia, Kleij, Arjan W
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Sprache:eng
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Zusammenfassung:The first general asymmetric synthesis of [gamma],[gamma]-disubstituted [gamma]-amino acids by copper-catalyzed ring opening of nonstrained lactones with amines is reported. This approach features ample scope, operational simplicity, and wide functional-group diversity. The catalytic process allows access to a series of highly functionalized enantioenriched [gamma]-amino acids featuring quaternary stereocenters with excellent enantiomeric ratios of up to 98:2 and excellent yields of up to 98%.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201709511