Thermolysis of the 1,2-dihydrobenzocyclobutene-1-carbonitriles (11) and (12) in the presence of methyl acrylate gives in each case two stereoisomeric 1-cyano-2-methoxycarbonyltetralins [(16) and (17), and (18) and (19), respectively]. The cis-isomer (19) was converted into the more stable trans-isomer (17) by treatment with sodium hydride.
T. Kametani, Y. Kato, T. Honda and K. Fukumoto, J. Chem. Soc., Perkin Trans. 1, 1975, 2001 DOI: 10.1039/P19750002001
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