European Journal of Organic Chemistry · 2010 · 21 citations · 19 references
Natural SciencesChemistryMedicinal ChemistryOrganic ChemistryOrganometallic ChemistrySynthetic Medicinal ChemistryHeterocycle SynthesisHeterocyclic ChemistryOrganic SynthesisCycloaddition ReactionsOxazole ChemistryOxazole Synthesis
Abstract A 1,3‐dipolar cycloaddition reaction of azomethine ylides to aldehydes is described. The azomethine ylides, generated by thermal electrocyclic ring opening of aziridines, adds to aldehydes in good yields with moderate to good selectivities to furnish oxazolidines. The oxazolidines were subsequently hydrolyzed to the corresponding amino alcohols, giving the anti diastereomer as the major product.
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The Synthesis of Vicinal Amino Alcohols
Stephen C. Bergmeier · Tetrahedron · 2000 · 912 citations
Lewis Acid-Catalyzed Synthesis of Aziridines
Luis Casarrubios, J. Pérez, Maurice Brookhart et al. · The Journal of Organic Chemistry · 1996 · 170 citations