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Chemoselective reduction of carboxamides
Stockholm University, Faculty of Science, Department of Organic Chemistry.
Stockholm University, Faculty of Science, Department of Organic Chemistry.
Stockholm University, Faculty of Science, Department of Organic Chemistry.
Stockholm University, Faculty of Science, Department of Organic Chemistry.
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2016 (English)In: Chemical Society Reviews, ISSN 0306-0012, E-ISSN 1460-4744, Vol. 45, no 24, 6685-6697 p.Article, review/survey (Refereed) Published
Abstract [en]

The reduction of amides gives access to a wide variety of important compounds such as amines, imines, enamines, nitrites, aldehydes and alcohols. The chemoselective transformation into these functional groups is challenging due to the intrinsic stability of the amide bond; nevertheless, the ability to reduce highly stable carboxamides selectively in the presence of sensitive functional groups is of high synthetic value for academic and industrial chemists. Hydride-based reagents such as LiAlH4 or diboranes are today the most commonly used compounds for amide reductions, and apart from the substantial amount of waste generated using these methods, they lack tolerance to most other functional groups. This tutorial review provides an overview of the recent progress made in the development of chemoselective protocols for amide reduction and gives an insight to their advantages and drawbacks.

Place, publisher, year, edition, pages
2016. Vol. 45, no 24, 6685-6697 p.
National Category
Organic Chemistry
Identifiers
URN: urn:nbn:se:su:diva-140417DOI: 10.1039/c6cs00244gISI: 000391778100002PubMedID: 27775122OAI: oai:DiVA.org:su-140417DiVA: diva2:1079861
Available from: 2017-03-09 Created: 2017-03-09 Last updated: 2017-06-18Bibliographically approved

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Volkov, AlexeyTinnis, FredrikStagbrand, ToveTrillo, Paz
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