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Through the combined use of computational (density functional theory) and experimental studies, a new Rh(CO) 2 Cl 2 catalyzed two-component 5+2+1 cycloaddition of ene-vinylcyclopropanes and CO for the synthesis of fused bicyclic cyclooctenones has been designed and experimentally realized. The key point behind this design is to turn a disfavored reductive elimination of (sp 3 )C−Rh−C(sp 3 ) to an easier migratory reductive elimination of (sp 3 )C−Rh−CO−C(sp 3 ) by the introduction of CO. These reactions proceed in good yields for substrates with various tether types and substituents, providing a flexible, convenient, efficient, and stereocontrolled method for the construction of bicyclic cyclooctenones.
Wang et al. (Fri,) studied this question.