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Enantiospecific 6π-photocyclization of atropisomeric α-substituted acrylanilides in the solid-state: role of crystalline confinement on enantiospecificity†‡
Anoklase Jean-Luc Ayitou,Nandini Vallavoju,Angel Ugrinov,J. Sivaguru
Photochemical & Photobiological Sciences Pub Date : 03/23/2011 00:00:00 , DOI:10.1039/C1PP05057E
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.

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