38982-27-3Relevant articles and documents
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Dirlam et al.
, p. 240,245 (1972)
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Efficient oxidation of 1,2-diols into a-hydroxyketones catalyzed by organotin compounds
Maki, Toshihide,Iikawa, Shinya,Mogami, Gen,Harasawa, Hitomi,Matsumura, Yoshihiro,Onomura, Osamu
experimental part, p. 5364 - 5370 (2009/12/22)
Electrochemical oxidation of 1,2-diols with a catalytic amount of an organotin compound and a bromide ion as mediators has been developed. Various cyclic and acyclic 1,2-diols were oxidized into the corresponding α-hydroxyketones in good to excellent yields without C-C bond cleavage. Also, oxidation with the use of chemical oxidants was accomplished in the presence of a catalytic amount of an organotin compound. These reactions could discriminate 1,2-diols from isolated hydoxyl groups or 1,3-diols. In the case of a conformationally restricted cyclic 1,2-diol, the axial hydroxyl group was oxidized exclusively. Mono-, di-, and trialkylated tin compounds were examined as mediators and dialkylated tin compounds showed higher catalytic activity than mono- and trisubstituted ones. Me2SnCl2 was found to be the most suitable mediator for the selective oxidation..
Enatioselective Microbial Reduction of Monoesters of 1,3-Dihydroxypropanone: Synthesis of (S)- and (R)-1,2-O-Isopropylideneglycerol
Aragozzini, Fabrizio,Maconi, Elisabetta,Potenza, Donatella,Scolastico, Carlo
, p. 225 - 227 (2007/10/02)
The reduction of 3-benzoyloxy-1-hydroxypropanone with bakers' yeast proceeds enantioselectively to afford (S)-3-benzoyloxy-1,2-propanediol, which may be further converted into (S)-(benzoyloxymethyl)oxirane.The bioreduction with fermenting yeast of 1-acetoxy-3-benzyloxypropanones gives (R)-1-benzyloxy-3-acetoxy-2-propanol which can be used for the preparation of both (S)- and (R)-1,2-O-isopropylideneglycerol.
