Synthesis of some bicyclo [2.2. 2] oct-5-en-2-ones and bicyclo [2.2. 2] octan-2-ones. Rearrangements accompanying oxidative decarboxylation with lead tetraacetate
P Yates, GE Langford
Index: Yates, Peter; Langford, Gordon E. Canadian Journal of Chemistry, 1981 , vol. 59, p. 344 - 355
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Citation Number: 13
Abstract
1-Methoxy-2-methyl-1, 4-cyclohexadiene (3), 2-methoxy-1-methyl-1, 3-cyclohexadiene (2), and 2-methoxy-1, 5, 5-trimethyl-1, 3-cyclohexadiene (14) on heating with maleic anhydride give 1-methoxy-endo-7-methylbicyclo [2.2. 2] oct-5-ene-syn-2, 3-dicarboxylic acid anhydride (7) and its 6-methoxy-1-methyl (16 a) and 6-methoxy-1, 8, 8-trimethyl (16 b) analogues, respectively. On hydrolysis 16 a and 16 b give the corresponding keto dicarboxylic acids, ...
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