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. 2013 Apr 3;135(13):4992-5.
doi: 10.1021/ja401936c. Epub 2013 Mar 22.

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

Megan H Shaw  1 , Ekaterina Y Melikhova, Daniel P Kloer, William G Whittingham, John F Bower
Affiliations

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

Megan H Shaw et al. J Am Chem Soc. .

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.

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