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Rh(II)-Catalyzed Alkynylcyclopropanation of Alkenes by Decarbenation of Alkynylcycloheptatrienes

Mauro Mato, Marc Montesinos‐Magraner, Arnau R. Sugranyes, Antonio M. Echavarren

2021Journal of the American Chemical Society29 citationsDOIOpen Access PDF

Abstract

-dig cyclization or ring-contraction pathways under metal catalysis. This unique performance unlocks a rapid access to a diverse library of alkynylcyclopropanes (including derivatives of complex drug-like molecules), versatile intermediates that previously required much lengthier synthetic approaches. Combining experiments and DFT calculations, the complete mechanistic picture for the divergent reactivity of alkynylcycloheptatrienes under metal catalysis has been unveiled, rationalizing the unique selectivity displayed by rhodium(II) complexes.

Topics & Concepts

ChemistryRhodiumCatalysisCombinatorial chemistrySelectivityReactivity (psychology)Organic synthesisOrganic chemistryAlternative medicinePathologyMedicineCyclopropane Reaction MechanismsCatalytic Alkyne ReactionsCatalytic Cross-Coupling Reactions