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Accessing Enantiopure Endocyclic Sulfoximines Through Catalytic Cycloisomerization of Oxygenated Propargyl‐Sulfinamides
19
Citations
45
References
2018
Year
Chemical EngineeringEngineeringNatural SciencesDiversity-oriented SynthesisAccess Endocyclic SulfoximinesOxygenated Propargyl‐sulfinamidesOrganic ChemistryCatalysisCyclic SulfinamidesChemistryStereoselective SynthesisAsymmetric CatalysisEndocyclic SulfoximinesSynthetic ChemistryEnantioselective SynthesisBiomolecular Engineering
Abstract In this study, a novel strategy to access endocyclic sulfoximines in an enantiopure form is reported. The approach is based on a silver nitrate‐catalyzed cyclo‐isomerization reaction of oxygenated propargylic sulfinamides and provides efficiently 5‐membered endocyclic sulfoximines (isothiazole 1‐oxide). These new heterocyclic scaffolds can be isolated or directly converted into cyclic sulfinamides via Lewis acid‐mediated sulfur dealkylation reactions. magnified image
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