4.8 Article

Oxidative Esterification of Aldehydes Using a Recyclable Oxoammonium Salt

Journal

ORGANIC LETTERS
Volume 15, Issue 9, Pages 2222-2225

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol400785d

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Funding

  1. National Science Foundation [CHE-0847262]
  2. Division Of Chemistry
  3. Direct For Mathematical & Physical Scien [0847262] Funding Source: National Science Foundation

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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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