Publication | Closed Access
Rhodium(III)‐Catalyzed Diastereoselective Synthesis of 1‐Aminoindanes via C−H Activation
41
Citations
39
References
2017
Year
EngineeringOrganic ChemistryChemistryOrganometallic CatalysisStereoselective SynthesisCross-coupling ReactionDerivativesDiversity-oriented SynthesisCatalysisPharmacologyAsymmetric CatalysisEnantioselective SynthesisBiomolecular EngineeringNatural SciencesC−h ActivationN ‐Sulfonyl AldiminesSynthetic ChemistryRelative StereochemistrySubsequent Intramolecular Cyclization
Abstract The rhodium(III)‐catalyzed cross‐coupling reaction between N ‐sulfonyl aldimines and various olefins such as maleimides, fumarates, maleates, α,β‐unsaturated ketones, acrylate and nitroalkenes is described. This transformation efficiently leads to the diastereoselective synthesis of pharmacologically privileged 1‐aminoindane derivatives via the C−H alkylation followed by subsequent intramolecular cyclization. Notably, single diastereomers in all cases were observed, and the relative stereochemistry of products was confirmed by the X‐ray crystallographic data. magnified image
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