Issue 6, 1998
From the journal:

Chemical Society Reviews

Sodium borohydride in carboxylic acid media: a phenomenal reduction system

Gordon W. Gribble  

Abstract

The union of sodium borohydride and carboxylic acids has yielded an amazingly versatile and efficient set of reducing reagents. These acyloxyborohydride species reduce and N-alkylate indoles, quinolines, isoquinolines, related heterocycles, imines, enamines, oximes, enamides, and similar functional groups. They reduce amides and nitriles, aryl alcohols and ketones, aldehydes in the presence of ketones, and β-hydroxyketones to 1,3-diols stereoselectively. This reagent is also extraordinarily useful for the N-alkylation of primary and secondary amines with aldehydes and ketones in a novel reductive amination process.

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Article information

DOI
https://doi.org/10.1039/A827395Z
Article type
Paper

Chem. Soc. Rev., 1998,27, 395-404

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Sodium borohydride in carboxylic acid media: a phenomenal reduction system

G. W. Gribble, Chem. Soc. Rev., 1998, 27, 395 DOI: 10.1039/A827395Z

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