Publication | Closed Access
Palladium‐Mediated [2+1] Cycloaddition of Norbornene Derivatives with Ynamides
33
Citations
50
References
2013
Year
Cross-coupling ReactionChiral PhosphapalladacycleEngineeringNorbornene DerivativesNatural SciencesDiversity-oriented SynthesisOrganic ChemistryOrganometallic CatalysisCatalysisChemistryAsymmetric CatalysisCatalytic SystemsPalladium/secondary PhosphineEnantioselective SynthesisBiomolecular Engineering
Abstract An efficient palladium‐catalyzed [2+1] cycloaddition between ynamides and norbornenes or norbornadienes is reported. Both phosphapalladacycles and palladium/secondary phosphine oxide catalytic systems were found to be competent for the transformation allowing the preparation of aminomethylenecyclopropanes. The reaction showed general applicability to various functionalized bicyclo[2.2.1]hept‐2‐enes and ynamides. A chiral phosphapalladacycle was tested to carry out this transformation in an enantioselective fashion.
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