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RESEARCH PRODUCT
Synthesis of oxaspiranic compounds through [3 + 2] annulation of cyclopropenones and donor–acceptor cyclopropanes.
Carmen Ramírez De ArellanoAlexandra R. RiveroMiguel A. SierraIsrael Fernándezsubject
CyclopropanesMesylatesAnnulationMolecular StructureChemistryOrganic ChemistryStereoisomerismCatalysisComputational chemistryDensity functional theorySpiro CompoundsCycloheptanesDonor acceptorScandiumdescription
The Sc(OTf)3-catalyzed [3 + 2]-annulation reaction between cyclopropenones and donor–acceptor cyclopropanes is described. The process leads directly to the formation of 4-oxaspiro[2.4]hept-1-ene derivatives in good to excellent reaction yields. Density functional theory calculations suggest that the [3 + 2]-annulation pathway is strongly preferred over the possible [3 + 3]-process.
year | journal | country | edition | language |
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2014-12-17 | The Journal of organic chemistry |