An Efficient Synthesis of 2,3,5,6-Tetramethylidene-7-oxanorbornane |
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Authors: | Cyril Mahaim Pierre-Alain Carrupt Jean-Pierre Hagenbuch Andr Florey Pierre Vogel |
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Institution: | Cyril Mahaim,Pierre-Alain Carrupt,Jean-Pierre Hagenbuch,André Florey,Pierre Vogel |
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Abstract: | Palladium-catalyzed double carbomethoxylation of the Diels-Alder adduct of furan and maleic anhydride yielded the methyl all-exo-7-oxanorbornane-2,3,5,6-tetracarboxylate (7) which was transformed in three steps into 2,3,5,6-tetramethylidene-7-oxanorbornane (1) , a useful synthon. Six isomeric methyl 7-oxanor-bornane-2,3,5,6-tetracarboxylates (7–12) have been isolated and their 1H- and 13C-NMR. data are compared. |
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