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Issue 24, 2016
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Versatile, mild, and selective reduction of various carbonyl groups using an electron-deficient boron catalyst

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Abstract

A mild and selective new method was discovered to reduce acetanilides and other carbonyl compounds. Unlike sodium borohydride, which is selective in reducing aldehydes and ketones, this new protocol is uniquely selective in reducing acetanilides and nitriles over other carbonyl containing functional groups. Additionally, β-ketoamides were shown to be reduced at the ketone preferentially over the amide.

Graphical abstract: Versatile, mild, and selective reduction of various carbonyl groups using an electron-deficient boron catalyst

  • This article is part of the themed collection: New Talent
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Article information


Submitted
15 Jan 2016
Accepted
17 Mar 2016
First published
17 Mar 2016

Org. Biomol. Chem., 2016,14, 5774-5778
Article type
Paper

Versatile, mild, and selective reduction of various carbonyl groups using an electron-deficient boron catalyst

K. M. Lucas, A. F. Kleman, L. R. Sadergaski, C. L. Jolly, B. S. Bollinger, B. L. Mackesey and N. A. McGrath, Org. Biomol. Chem., 2016, 14, 5774
DOI: 10.1039/C6OB00127K

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