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N‐Heterocyclic Carbene‐Catalyzed Enantioselective Annulation of Indolin‐3‐ones with Bromoenals
Authors:Qijian Ni  Xiaoxiao Song  Prof. Dr. Gerhard Raabe  Prof. Dr. Dieter Enders
Affiliation:Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52074 Aachen (Germany), Fax: (+49)?0241‐80‐92127
Abstract:N‐Heterocyclic carbene‐catalyzed reactions of indolin‐3‐ones with 2‐bromoenals opened an asymmetric access to 3,4‐dihydropyrano[3,2‐b]indol‐2(5 H)‐ones in good yields and with good to excellent enantioselectivities. This protocol tolerates a broad substrate scope. In addition, a possible mechanism for the annulation reaction is presented.
Keywords:annulation  asymmetric synthesis  dihydropyranoindol‐2‐ones  N‐heterocyclic carbenes  organocatalysis
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