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2005
Oxidation
O 0212
18- 039
Oxidation of Secondary Alcohols with Phenyltrimethylammonium Tribromide in
the Presence of a Catalytic Amount of Antimony(III) Bromide or Copper(II) Bromide. — Secondary alcohols are smoothly oxidized with phenyltrimethylammonium
tribromide in the presence of catalytic amounts of SbBr3 or CuBr2. The reaction proceeds chemoselectively to oxidize secondary alcohols in the presence of primary ones
[cf. (XI)]. 1,2-Diols like (I) can be selectively converted to 1,2-diketones, e.g. (II), or
α-ketols, e.g. (III), by proper choice of the reaction conditions. — (SAYAMA*, S.;
ONAMI, T.; Synlett 2004, 13, 2369-2373; Dep. Chem., Fukushima Med. Univ.,
Hikarigaoka, Fukushima 960-12, Japan; Eng.) — Mischke
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