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Rongalite-Mediated Transition Metal- and Hydride-Free Chemoselective Reduction of α-Keto Esters and α-Keto Amides

Sivaparwathi Golla and Hari Prasad Kokatla*

*Department of Chemistry, National Institute of Technology Warangal, Warangal, Telangana 506004, India, Email: harikokatlanitw.ac.in

S. Golla, H. P. Kokatla, J. Org. Chem., 2022, 87, 9915-9925.

DOI: 10.1021/acs.joc.2c00936


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Abstract

The use of inexpensive rongalite as a reducing agent enables a transition metal- and hydride-free chemoselective reduction of α-keto esters and α-keto amides via a radical mechanism to provide a wide range of α-hydroxy esters and α-hydroxy amides in very good yields. This mild and chemoselective method is compatible with other reducible functionalities such as halides, alkenes, amides, and nitriles.

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proposed mechanism



Key Words

reduction of carbonyl compounds, rongalite


ID: J42-Y2022