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Nickel-Catalyzed Selective Reduction of Carboxylic Acids to Aldehydes

Andrei V. Iosub, Štefan Moravčík, Carl-Johan Wallentin and Joakim Bergman*

*Medicinal Chemistry, Research and Early Development Cardiovascular, Renal and Metabolism, BioPharmaceuticals R&D, AstraZeneca, Gothenburg, Sweden, Email: joakim.bergmanastrazeneca.com

A. V. Iosub, S. Moravčík, C.-K. Wallentin, J. Berman, Org. Lett., 2019, 21, 7804-7808.

DOI: 10.1021/acs.orglett.9b02779 (free Supporting Information)


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Abstract

The combination of an air-stable Ni precatalyst, dimethyl dicarbonate as an activator, and diphenylsilane as reductant enables a direct conversion of carboxylic acids to aldehydes for a wide range of substrates in good yields and with no overreduction to alcohols.


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Key Words

reduction of carboxylic acids, diphenylsilane


ID: J54-Y2019