Intramolecular meta photocycloaddition of conformationally restrained 5-phenylpent-1-enes. Part I: bichromophoric cyclohexane derivatives
HM Barentsen, EG Talman, DP Piet, J Cornelisse
Index: Barentsen, Helma M.; Talman, Edger G.; Piet, Dennis P.; Cornelisse, Jan Tetrahedron, 1995 , vol. 51, # 27 p. 7469 - 7494
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Citation Number: 8
Abstract
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 OCH3, on the alkenyl substituted carbon of the cyclohexane ring gives almost exclusively 1: 3 addition. This can mostly be explained in terms of more steric hindrance in the conformations ...
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