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The cis isomers of 1-allyl-2-phenylcyclohexane and 1-benzyl-2-vinylcyclohexane yield predominantly 1,3 addition, while the trans isomers show a high selectivity for 2,6 addition, which is explained by steric interactions. Introduction of a third substituent, OH or OCH 3 , on the alkenyl substituted carbon of the cyclohexane ring gives almost exclusively 1,3 addition. This can mostly be explained...
The meta photocycloaddition of 4-substituted 5-phenylpent-1-enes, 10 - 18, has been studied. The monosubstituted derivatives always prefer 2,6 addition, independent of the size of the substituent. For 2,6 addition two basic conformations are possible. Disubstituted compounds yield predominantly 1,3 addition with the sterically more demanding group exo. Except for the methoxymethyl and THF derivative...