One-Pot Oxidation/Isomerization of Z-Allylic Alcohols with Oxygen as Stoichiometric Oxidant
Daniel Könning, Wolf Hiller and Mathias Christmann*
*Institute of Chemistry and Biochemistry, FU Berlin, Takustr. 3,
12195 Berlin, Email: mathias.christmannfu-berlin.de
D. Könning, W. Hiller, M. Christmann, Org. Lett., 2012, 14, 5258-5261.
DOI: 10.1021/ol302420k
Abstract
A method for generating (E)-α,β-unsaturated aldehydes from Z- or E-allylic alcohols involves a Cu-catalyzed oxidation followed by an organocatalytic Z/E-isomerization with N,N-dimethylaminopyridine (DMAP).
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Key Words
enals, oxygen, TEMPO, oxidation, isomerization
ID: J54-Y2012-3350