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Neutral Coordinate‐Organocatalysts in Organic Synthesis: Allylation of Acylhydrazones with Allyltrichlorosilanes
96
Citations
70
References
2004
Year
Abstract NNovel OrganocatalystsEngineeringNatural SciencesDiversity-oriented SynthesisOrganic ChemistryOrganometallic CatalysisChemistryN ‐DimethylformamideNeutral Coordinate‐organocatalystsAsymmetric CatalysisAllylation ReactionsEnantioselective SynthesisBiomolecular Engineering
Abstract N,N ‐Dimethylformamide (DMF), sulfoxides, and phosphine oxides, etc., which are neutral, uncharged molecules and coordinate to silicon atoms of organosilicon reagents to activate nucleophilic addition, are defined as neutral coordinate‐organocatalysts (NCOs). In the presence of NCOs , allylation reactions of acylhydrazones, useful imine surrogates, using allyltrichlorosilanes proceed smoothly to afford the synthetically useful racemic and non‐racemic homoallylic amine derivatives in high yields with high diastereoselectivities.
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