- Selective anodic oxidation of camphor
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Camphor (1) was anodically oxidized at Pb/PbO2 and Pt in 1M H2SO4 (50 Vol.% MeCN). 1,2-campholide (4) as the main product was obtained with material yields up to 96% and current efficiencies up to 39% at the PbO2 anode. The most important side products were oxygen and 1,8,8-trimethyl-2-oxa-bicyclo[3.3.0]octan-3-one (5). A quantitative conversion of 4 to 5 is possible in strong acids. The effects of current densities and concentrations were studied in detail.
- Ye,Beck
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p. 5463 - 5470
(2007/10/02)
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- TRANSFORMATIONS OF 2α-HYDROXY-2,6,6-TRIMETHYLBICYCLO-HEPTAN-3-ONE UNDER CONDITIONS OF ACID CATALYSIS
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The transformation of 2α-hydroxy-2,6,6-trimethylbicycloheptan-3-one under the conditions of acid catalysis have been studied.It has been shown that this compound can be used for the synthesis of products of various structures: a bridged bicyclic lactone (1,8,8-trimethyl-2-oxabicyclooctan-3-one), an aromatic compound (carvacrol), and nitrogen-containing derivatives of p-menthane such as 8-acylamino-p-menth-6-en-2-ones.The structures of the compounds synthesized were shown by the results of 1H and 13C NMR spectroscopies.
- Koval'skaya, S. S.,Kozlov, N. G.,Novikova, M. G.,Shavyrin, S. V.
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