Tailoring Atropisomeric Maleimides for Stereospecific [2+ 2] Photocycloaddition Photochemical and Photophysical Investigations Leading to Visible-Light …

…, R Raghunathan, S Jockusch, A Ugrinov…

Index: Kumarasamy, Elango; Raghunathan, Ramya; Jockusch, Steffen; Ugrinov, Angel; Sivaguru Journal of the American Chemical Society, 2014 , vol. 136, # 24 p. 8729 - 8737

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Citation Number: 26

Abstract

Atropisomeric maleimides were synthesized and employed for stereospecific [2+ 2] photocycloaddition. Efficient reaction was observed under direct irradiation, triplet-sensitized UV irradiation, and non-metal catalyzed visible-light irradiation, leading to two regioisomeric (exo/endo) photoproducts with complete chemoselectivity (exclusive [2+ 2] photoproduct). High enantioselectivity (ee> 98%) and diastereoselectivity (dr> 99: 1%) were observed ...