Herein, we report the first Ni-catalyzed enantioselective deaminative alkylation of amino acid and peptide derivatives with unactivated olefins. Key for success was the discovery of a new sterically encumbered bis(oxazoline) ligand backbone, thus offering a de novo technology for accessing enantioenriched sp3–sp3 linkages via sp3 C–N functionalization. Our protocol is distinguished by its broad scope and generality across a wide number of counterparts, even in the context of late-stage functionalization. In addition, an enantioselective deaminative remote hydroalkylation reaction of unactivated internal olefins is within reach, thus providing a useful entry point for forging enantioenriched sp3–sp3 centers at remote sp3 C–H sites.
Enantioselective Deaminative Alkylation of Amino Acid Derivatives with Unactivated Olefins
J. Am. Chem. Soc. 2022, 144 (3), 1130–1137, DOI: 10.1021/jacs.1c12350.
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