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.

Abstract

© 2017 American Chemical Society. 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.

Citation

Smalley, A. P., Cuthbertson, J. D., & Gaunt, M. J. (2017). Palladium-catalyzed enantioselective C-H activation of aliphatic amines using chiral anionic BINOL-phosphoric acid ligands. Journal of the American Chemical Society, 139(4), 1412-1415. https://doi.org/10.1021/jacs.6b12234

• Journal Article Type: Article
• Acceptance Date: Dec 19, 2016
• Online Publication Date: Jan 9, 2017
• Publication Date: Feb 1, 2017
• Deposit Date: Dec 4, 2018
• Publicly Available Date: Dec 6, 2018
• 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
• Public URL: https://nottingham-repository.worktribe.com/output/1358552
• Publisher URL: https://pubs.acs.org/doi/10.1021/jacs.6b12234