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Synlett 2004(13): 2369-2373
DOI: 10.1055/s-2004-832840
DOI: 10.1055/s-2004-832840
LETTER
© Georg Thieme Verlag Stuttgart · New York
Oxidation of Secondary Alcohols with Phenyltrimethylammonium Tribromide in the Presence of a Catalytic Amount of Antimony(III) Bromide or Copper(II) Bromide
Further Information
Publication History
Received
22 July 2004
Publication Date:
28 September 2004 (online)


Abstract
The oxidation of alcohols was carried out with phenyltrimethylammonium tribromide in the presence of a catalytic amount of SbBr3 or CuBr2. 1,2-Diols, such as hydrobenzoin, were converted into 1,2-diketones or α-ketols without oxidative cleavage of the glycol C-C bond at room temperature. A variety of secondary alcohols were also oxidized to the corresponding carbonyl compounds in a chemoselective manner.
Key words
oxidation - alcohol - phenyltrimethylammonium tribromide - antimony(III) bromide - copper(II) bromide