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Palladium-catalyzed enantioselective C–H activation of aliphatic amines using chiral anionic BINOL-phosphoric acid ligands

Smalley, Adam P.; Cuthbertson, James D.; Gaunt, Matthew J.

Authors

Adam P. Smalley

James D. Cuthbertson

Matthew J. Gaunt

Abstract

The design of an enantioselective Pd(II)-catalyzed C−H amination reaction is described. The use of a chiral BINOL phosphoric acid ligand enables the conversion of readily available amines into synthetically valuable aziridines in high enantiomeric ratios. The aziridines can be derivatized to afford a range of chiral amine building blocks incorporating motifs readily encountered in pharmaceutically relevant molecules.

Journal Article Type Article
Publication Date Jan 31, 2017
Journal Journal of the American Chemical Society
Print ISSN 0002-7863
Electronic ISSN 1520-5126
Publisher American Chemical Society
Peer Reviewed Peer Reviewed
Volume 139
Issue 4
Pages 1412-1415
DOI https://doi.org/10.1021/jacs.6b12234
Publisher URL https://pubs.acs.org/doi/10.1021/jacs.6b12234

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