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Palladium-Catalyzed Cyclization of Unsaturated β-Amino Alcohols: A New Access to Enantiopure Bicyclic Oxazolidines
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2009
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Asymmetric CatalysisEnantioselective SynthesisEngineeringUnsaturated β-Amino AlcoholsOrganic ChemistryCatalysisPalladium-catalyzed CyclizationChemistryBeta-amino AlcoholsHeterocycle ChemistryPharmacologyNew AccessSynthetic ChemistryEnantiopure Bicyclic OxazolidinesDialkylamino Function CyclizeBiomolecular EngineeringStereoselective Synthesis
Chiral unsaturated beta-amino alcohols possessing a dialkylamino function cyclize in the presence of Pd(II) catalysts and reoxidants to afford enantiopure bicyclic oxazolidines with total regio- and stereocontrol. The scope and limitations of this transformation have been studied.