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Enantioselective Synthesis of Trifluoromethyl‐Substituted 2‐Isoxazolines: Asymmetric Hydroxylamine/Enone Cascade Reaction
130
Citations
33
References
2010
Year
Phase-transfer CatalystBioorganic ChemistryEngineeringNatural SciencesAddition/cyclization/dehydration SequenceOrganic ChemistryR EnantiomersStereoselective SynthesisChemistryHeterocycle ChemistryAsymmetric CatalysisSynthetic ChemistryEnantioselective SynthesisBiomolecular Engineering
Cuts both ways: The title reaction consists of an addition/cyclization/dehydration sequence and affords the biologically important chiral 3,5-diaryl-5-(trifluoromethyl)-2-isoxazolines 1 in excellent yields with high ee values. The flexibility of accessing either the S or R enantiomers of the products has been achieved by the appropriate choice of phase-transfer catalyst (2).
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