Publication | Closed Access
Catalytic asymmetric α-alkylation of aldehydesvia a S<sub>N</sub>2′-type addition-elimination pathway
56
Citations
43
References
2011
Year
EngineeringAldehyde DehydrogenaseBiochemistryNatural SciencesDiversity-oriented SynthesisCatalytic Asymmetric α-AlkylationOrganic ChemistryCatalysisDft CalculationsChemistryExperimental ObservationsAmmonium Salt IntermediatesStereoselective SynthesisAsymmetric CatalysisEnantioselective SynthesisBiomolecular Engineering
A novel method for the direct, amine-catalyzed, highly enantioselective α-alkylation of aldehydes is described that is founded upon the use of electrondeficient allylic halides as alkylating agents and DABCO or DMAP as coadyuvant. Both experimental observations and DFT calculations, in support of a SN2′-type addition-elimination pathway involving ammonium salt intermediates, are provided.
| Year | Citations | |
|---|---|---|
Page 1
Page 1