Abstract
Catalytic hydrogenation of two substituted hexahydro-1,4-dimethanonaphthalene-5,8-diones results in reduction of the enedione carbon-carbon double bond with concomitant reduction of only one of the two chemically equivalent C=O groups. Reaction of one partially reduced product with base results in intramolecular addition to the carbon-carbon double bond.
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Bott, S.G., Marchand, A.P., Bolin, J.C. et al. Synthesis and base promoted intramolecular nucleophilic reaction of 8-hydroxy-1,2,3,4-tetrachloro-9,9-dimethoxy-1α,4α,4aα,6,7,8β,8aα-hexahydro-1,4-methanonaphthalene-5(1H)-one. J Chem Crystallogr 25, 641–651 (1995). https://doi.org/10.1007/BF01665970
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DOI: https://doi.org/10.1007/BF01665970