Publication | Closed Access
Cycloaddition vs. Michael Addition in the Metal Halide/Amine-Induced Reactions of α-(Alkylideneamino) Esters with Electron-Deficient Olefins
29
Citations
6
References
1989
Year
Electron-deficient OlefinsFour-centered Transition StateEngineeringHeterocyclicAlkene MetathesisMetal Halide/amine-induced ReactionsMichael AdditionOrganic ChemistryLithiated IntermediateOrganometallic CatalysisChemistryHeterocycle ChemistryPharmacologySynthetic ChemistryBiomolecular Engineering1,3-Dipole Character
Abstract The lithiated intermediate derived from methyl 2-(benzylideneamino)propanoate and lithium bromide/triethylamine undergoes cycloaddition and Michael addition with methyl acrylate. 1,3-Dipole character of the intermediate is suggested on the basis of the product ratios obtained under a variety of conditions. The reaction mechanism via a four-centered transition state is proposed.
| Year | Citations | |
|---|---|---|
Page 1
Page 1