CuH-Catalyzed Asymmetric Reductive Amidation of α,β-Unsaturated Carboxylic Acids
Achim Link, Yujing Zhou and Stephen L. Buchwald*
*Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, United States,
Email: sbuchwal
mit.edu
A. Link, Y. Zhou, S. L. Buchwald, Org. Lett., 2020, 22, 5666-5670.
DOI: 10.1021/acs.orglett.0c02064
see article for more reactions
Abstract
A direct enantioselective copper hydride (CuH)-catalyzed synthesis of β-chiral amides from α,β-unsaturated carboxylic acids and secondary amines under mild reaction conditions tolerates a variety of functional groups in the β-position including several heteroarenes. A subsequent iridium-catalyzed reduction to γ-chiral amines can be performed in the same flask.
see article for more examples
Key Words
1,4-reduction of α,β-unsaturated compounds, amides, dimethoxymethylsilane
ID: J54-Y2020
