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Enantioselective CuH-Catalyzed Hydroacylation Employing Unsaturated Carboxylic Acids as Aldehyde Surrogates

Yujing Zhou, Jeffrey S. Bandar and Stephen L. Buchwald*

*Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, United States, Email: sbuchwalmit.edu

Y. Zhou, J. S. Bandar, S. L. Buchwald, J. Am. Chem. Soc., 2017, 139, 8126-8129.

DOI: 10.1021/jacs.7b04937



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Abstract

A direct asymmetric copper hydride (CuH)-catalyzed coupling of α,β-unsaturated carboxylic acids with aryl alkenes provides chiral α-aryl dialkyl ketones. The reaction tolerates various substrate substitution patterns, sensitive functional groups, and heterocycles.

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Key Words

hydroacylation, benzylation, copper hydride, dimethoxymethylsilane


ID: J48-Y2017