4.8 Article

Highly Enantioselective Hydrogenation of β-Ketoenamides with the Rh-ZhangPhos Catalyst

Journal

ACS CATALYSIS
Volume 2, Issue 7, Pages 1343-1345

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/cs300037z

Keywords

asymmetric catalysis; enantioselectivity; hydrogenation; phosphine ligand; beta-ketoenamides

Funding

  1. National Institutes of Health [GM58832]

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A series of beta-ketoenamides have been successfully. synthesized and applied in the enantioselective hydrogenation with the Rh-ZhangPhos catalyst This methodology provides an efficient access to a variety of optically active beta-amino ketones with up: to 99%, enantiomeric excess (ee). beta-Amino ketones can be converted to chiral gamma-arylamines in one step without loss of enantioselectivity. Furthermore, direct hydrogenation of beta-ketoenamide to chiral 1,3-amino alcohol is also tested with extremely high enantioselectivity and diastereoselectivity.

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