Enantioselective Radical‐Polar Crossover Reactions of Indanonecarboxamides with Alkenes
Xiying Zhang, Wangbin Wu, Weidi Cao, Yu Han, Xi Xu, Xiaohua Liu, Xiaoming Feng
Abstract
Abstract Highly efficient asymmetric intermolecular radical‐polar crossover reactions were realized by combining a chiral N , N ′‐dioxide/Ni II complex catalyst with Ag 2 O under mild reaction conditions. Various terminal alkenes and indanonecarboxamides/esters underwent radical addition/cyclization reactions to afford spiro‐iminolactones and spirolactones with good to excellent yields (up to 99 %) and enantioselectivities (up to 97 % ee ). Furthermore, a range of different radical‐mediated oxidation/elimination or epoxide ring‐opening products were obtained under mild reaction conditions. The Lewis acid catalysts exhibited excellent performance and precluded the strong background reaction.