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Provides efficient access to a versatile synthon; extends palladium-catalyzed methods for oxanorbornane functionalization.
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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Mahaim et al. (1980) studied this question.
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