Efficient construction of oxa- and aza-[n.2.1] skeletons: Lewis acid catalyzed intramolecular [3+2] cycloaddition of cyclopropane 1,1-diesters with carbonyls and imines

Abstract

"Chemical equation presented" Building bridges: A Lewis acid promoted intramolecular [3+2] cycloaddition of cyclopropane 1,1-diesters with aldehydes, ketones, and imines (see scheme) has been developed to provide a general and efficient strategy for construction of bridged oxa- and aza-[n.2.1] (n = 2,3,4) skeletons. To highlight this method, the core of platensimycin was also constructed. © 2010 Wiley-VCH Verlag GmbH S. Co. KGaA.