Synthetic Communications · 2002 · 14 citations · 0 references
Natural SciencesChemistryMedicinal ChemistryOrganic ChemistryHeterocycle SynthesisHeterocyclic ChemistryHeterocyclic CompoundsOrganic Synthesis1, 3-Dipolar CycloadditionOxazole ChemistryOxazole SynthesisThiazole ChemistryThiazole Synthesis
Imines formed from a secondary cyclic amino acid and isatin afford thiazolo-oxazolidinone as the product via decarboxylative azomethine ylide formation. Subsequent 1,3-dipolar cycloaddition with dipolarophiles viz ethyl phenyl propiolate and methyl acrylate leads to novel spiro compounds. Structures and stereochemistry have been determined by detailed spectral and NOE studies.