4.8 Article

Highly Chemoselective Reduction of Carbonyl Groups in the Presence of Aldehydes

Journal

ORGANIC LETTERS
Volume 14, Issue 5, Pages 1306-1309

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol300188e

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Funding

  1. F.R.I.A. (Fond pour la Formation a la Recherche dans l'Industrie et l'Agriculture)
  2. Actions de Recherches Concertees (ARC) [08/13-012]
  3. Universite catholique de Louvain

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The exquisite ability of diethylaluminum benzenethiolate to efficiently discriminate between aldehydes and other carbonyl functions enables the chemoselective in situ reduction of ketones and methyl esters in the presence of aldehydes. This potent strategy avoids the usual drawbacks of traditional protecting group methodologies and could be extended to various other transformations.

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