4.8 Article

One-Pot Oxidation/Isomerization of Z-Allylic Alcohols with Oxygen as Stoichiometric Oxidant

Journal

ORGANIC LETTERS
Volume 14, Issue 20, Pages 5258-5261

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol302420k

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Funding

  1. Mercator Research Center Ruhr (MERCUR)

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A method for generating (E)-alpha,beta-unsaturated aldehydes from Z-allylic alcohols or E/Z-mixtures is described. The one-pot procedure involves a Cu-catalyzed oxidation followed by an organocatalytic DE-isomerization with N,N-dimethylaminopyridine (DMAP).

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