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Copper‐Catalyzed Synthesis of γ‐Amino Acids Featuring Quaternary Stereocenters
Author(s) -
Gómez José Enrique,
Guo Wusheng,
Gaspa Silvia,
Kleij Arjan W.
Publication year - 2017
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201709511
Subject(s) - stereocenter , catalysis , enantiomer , chemistry , amino acid , combinatorial chemistry , ring (chemistry) , copper , enantioselective synthesis , stereochemistry , organic chemistry , biochemistry
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 %.