CuH-Catalyzed Asymmetric Reduction of α,β-Unsaturated Carboxylic Acids to β-Chiral Aldehydes
Yujing Zhou, Jeffrey S. Bandar, Richard Y. Liu and Stephen L. Buchwald*
*Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, United States, Email: sbuchwalmit.edu
Y. Zhou, J. S. Bandar, R. Y. Liu, S. L. Buchwald, J. Am. Chem. Soc., 2018, 140, 606-609.
see article for more reactions
A copper hydride-catalyzed enantioselective reduction of α,β-unsaturated carboxylic acids provides various saturated β-chiral aldehydes in good yields, with high levels of enantioselectivity and broad functional group tolerance. A reaction pathway involving a ketene intermediate is proposed.
see article for more examples
1,4-Reduction, Reduction of Carboxylic Acids, Copper Hydride, Dimethoxymethylsilane