3 years ago

Copper-Catalyzed Synthesis of γ-Amino Acids Featuring Quaternary Stereocenters

Copper-Catalyzed Synthesis of γ-Amino Acids Featuring Quaternary Stereocenters
Wusheng Guo, José Enrique Gómez, Silvia Gaspa, Arjan W. Kleij
The first general asymmetric synthesis of γ,γ-disubstituted γ-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 γ-amino acids featuring quaternary stereocenters with excellent enantiomeric ratios of up to 98:2 and excellent yields of up to 98 %. Open sesame: The first general asymmetric synthesis of γ,γ-disubstituted γ-amino acids by copper-catalyzed ring opening of nonstrained lactones with amines is reported. This catalytic system allows the synthesis of a series of highly functionalized γ-amino acids, featuring quaternary stereocenters, with excellent enantiomeric ratios of up to 98:2 and yields of up to 98 %.

Publisher URL: http://onlinelibrary.wiley.com/resolve/doi

DOI: 10.1002/anie.201709511

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