On direct u.v. irradiation cis-2-methyl-3-phenyldicyanomethylenecyclohexane (IV) rearranges to 2,2-dicyano-3-phenylethylidenecyclohexane (V), in which the methyl group is trans to the gem-dicyano-group; this constitutes a 1,3-shift of the benzylic centre with retention of configuration at C-1 of the dicyano-allyl group.
R. C. Cookson, J. Hudec and M. Sharma, J. Chem. Soc. D, 1971, 108 DOI: 10.1039/C29710000108
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