Directing group enhanced carbonylative ring expansions of amino-substituted cyclopropanes: rhodium-catalyzed multicomponent synthesis of N-heterobicyclic …

…, DP Kloer, WG Whittingham, JF Bower

Index: Shaw, Megan H.; Melikhova, Ekaterina Y.; Kloer, Daniel P.; Whittingham, William G.; Bower, John F. Journal of the American Chemical Society, 2013 , vol. 135, # 13 p. 4992 - 4995

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Citation Number: 36

Abstract

Aminocyclopropanes equipped with suitable N-directing groups undergo efficient and regioselective Rh-catalyzed carbonylative C–C bond activation. Trapping of the resultant metallacycles with tethered alkynes provides an atom-economic entry to diverse N- heterobicyclic enones. These studies provide a blueprint for myriad N-heterocyclic methodologies.