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Enantioselective Copper-Catalyzed O-H Insertion of α-Diazo Phosphonates
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2011
Year
Chemical EngineeringEngineeringNatural SciencesDiversity-oriented SynthesisInsertion ReactionChiral Spiro BisoxazolineOrganic Chemistryα-Diazo PhosphonatesCatalysisOrganometallic CatalysisChemistryHydroxy Phosphonate DerivativesAsymmetric CatalysisSynthetic ChemistryEnantioselective Synthesis
A copper-catalyzed asymmetric O-H insertion of α-diazo phosphonates with alcohols by using chiral spiro bisoxazoline ligands was developed. The insertion reaction exhibited good yields (up to 89%) with high enantioselectivities (up to 98% ee) and provided an efficient approach for synthesis of enantiomerically enriched α-alkoxy and hydroxy phosphonate derivatives starting from readily available materials.