Institute of Chemical Research of Catalonia (ICIQ), the Barcelona Institute of Science and Technology, Av. Països Catalans 16, 43007, Tarragona, Spain.
Catalan Institute of Research and Advanced Studies (ICREA), Pg. Lluís Companys 23, 08010, Barcelona, Spain.
Angew Chem Int Ed Engl. 2017 Nov 20;56(47):15035-15038. doi: 10.1002/anie.201709511. Epub 2017 Oct 24.
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 %.
首次报道了铜催化的非环张力内酰胺与胺开环的γ,γ-二取代γ-氨基酸的不对称全合成。该方法具有广泛的适用性、操作简单和广泛的官能团多样性。催化过程可获得一系列高度官能化的对映体富集的γ-氨基酸,具有季立体中心,对映体比例高达 98:2,产率高达 98%。