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 |
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Hauptverfasser: | , , , |
Format: | Artikel |
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%. |
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ISSN: | 1433-7851 1521-3773 |
DOI: | 10.1002/anie.201709511 |