Oxidation of allylic and benzylic alcohols to aldehydes and carboxylic acids.
An oxidation of allylic and benzylic alcohols to the corresponding carboxylic acids is effected by merging a Cu-catalyzed oxidation using O2 as a terminal oxidant with a subsequent chlorite oxidation (Lindgren oxidation). The protocol was optimized to obtain pure products without chromatography or crystallization. Interception at the aldehyde stage allowed for Z/E-isomerization, thus rendering the oxidation stereoconvergent with respect to the configuration of the starting material.
Institute of Chemistry and Biochemistry, Freie Universität Berlin, Takustr. 3, 14195 Berlin, Germany. m.christmann@fu-berlin.de.
Daniel
D
Könning
Tobias
T
Olbrisch
Fanni D
FD
Sypaseuth
C Christoph
CC
Tzschucke
Mathias
M
Christmann