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. 2001 Apr 17;40(8):1456-1460.
doi: 10.1002/1521-3773(20010417)40:8<1456::AID-ANIE1456>3.0.CO;2-T.

Modular Pyridinyl Peptide Ligands in Asymmetric Catalysis: Enantioselective Synthesis of Quaternary Carbon Atoms Through Copper-Catalyzed Allylic Substitutions

Courtney A Luchaco-Cullis  1 , Hirotake Mizutani  1 , Kerry E Murphy  1 , Amir H Hoveyda  1
Affiliations

Modular Pyridinyl Peptide Ligands in Asymmetric Catalysis: Enantioselective Synthesis of Quaternary Carbon Atoms Through Copper-Catalyzed Allylic Substitutions

Courtney A Luchaco-Cullis et al. Angew Chem Int Ed Engl. .

Abstract

Highest enantioselectivities so far with dialkylzinc reagents! Quaternary carbon centers are formed enantioselectively through a Cu-catalyzed allylic substitution reaction that is promoted by pyridinyl peptide-based ligands in the presence of dialkylzinc reagents. The modularity of this new class of chiral ligands is exploited for reactivity and selectivity optimization.

Keywords: allylic substitutions; asymmetric catalysis; chiral ligands; copper; peptide ligands.

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