Enantiospecific 6π-photocyclization of atropisomeric α-substituted acrylanilides in the solid-state: Role of crystalline confinement on enantiospecificity

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Abstract

Direct irradiation of optically-pure axially-chiral α-substituted acrylanilides in the crystalline state leads to 3,4-dihydro-2-quinolin-2-one photoproduct with an enantiomeric ratio of 85:15 while a racemic mixture of photoproduct is observed in solution. © The Royal Society of Chemistry and Owner Societies.

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Ayitou, A. J. L., Vallavoju, N., Ugrinov, A., & Sivaguru, J. (2011). Enantiospecific 6π-photocyclization of atropisomeric α-substituted acrylanilides in the solid-state: Role of crystalline confinement on enantiospecificity. Photochemical and Photobiological Sciences, 10(9), 1380–1383. https://doi.org/10.1039/c1pp05057e

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