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Enantioselective Deaminative Alkylation of Amino Acid Derivatives with Unactivated Olefins. | LitMetric

Enantioselective Deaminative Alkylation of Amino Acid Derivatives with Unactivated Olefins.

J Am Chem Soc

Frontiers Science Center for Transformative Molecules, School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University, Shanghai 200240, P. R. China.

Published: January 2022

AI Article Synopsis

Article Abstract

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 - linkages via 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 - centers at remote C-H sites.

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Source
http://dx.doi.org/10.1021/jacs.1c12350DOI Listing

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