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Synthesis 2007(16): 2491-2494
DOI: 10.1055/s-2007-983809
DOI: 10.1055/s-2007-983809
PAPER
© Georg Thieme Verlag Stuttgart · New York
Oxidation of Unsaturated Primary Alcohols and ω-Haloalkanols with 4-Acetylamino-2,2,6,6-tetramethylpiperidine-1-oxoammonium Tetrafluoroborate
Further Information
Received
29 January 2007
Publication Date:
24 July 2007 (online)
Publication History
Publication Date:
24 July 2007 (online)
Abstract
Unsaturated primary alcohols and ω-haloalkanols, all applied in pheromone synthesis, are oxidized to the corresponding aldehydes using 4-acetylamino-2,2,6,6-tetramethylpiperidine-1-oxo-ammonium tetrafluoroborate (1a). Three methods are compared with one another; oxidations with 1a and silica gel, oxidations with 1a in the presence of pyridine, and pyridinium chlorochromate (PCC).
Key words
alcohols - aldehydes - nitroxides - oxidation - oxoammonium salts - pheromones
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