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Merck

Oxidative esterification of aldehydes using a recyclable oxoammonium salt.

Organic letters (2013-04-26)
Christopher B Kelly, Michael A Mercadante, Rebecca J Wiles, Nicholas E Leadbeater
ABSTRACT

A simple, high yielding, rapid route for the oxidative esterification of a wide range aldehydes to hexafluoroisopropyl (HFIP) esters using the oxoammonium salt 4-acetylamino-2,2,6,6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate (1a) is reported. These esters can be readily transformed into a variety of other functional groups. The spent oxidant (1b) can be recovered and conveniently reoxidized to regenerate the oxoammonium salt, 1a.

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Sigma-Aldrich
4-(Acetylamino)-2,2,6,6-tetramethyl-1-oxo-piperidinium tetrafluoroborate, 97% (HPLC)