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Effective Synthesis of Enantiopure [1,2,3]Triazolo[1,5-<i>a</i>]- and Pyrazolo[1,5-<i>a</i>]-pyrrolo[2,1-<i>c</i>][1,4]benzodiazepines by Diastereoselective Intramolecular Azide and Nitrilimine Cycloadditions
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2005
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X-ray CrystallographyChiral HplcOrganic ChemistryPharmacotherapyChemistryHeterocycle ChemistryPharmaceutical ChemistryMolecular PharmacologyDiversity Oriented SynthesisStereoselective SynthesisAbsolute StereochemistryEffective SynthesisDiastereoselective Intramolecular AzidePharmacologyEnantioselective SynthesisHeterocyclicNitrilimine CycloadditionsNatural SciencesMedicineDrug Discovery
The synthesis of new tetracyclic 1,4-benzodiazepinonic systems was performed in enantiopure form by totally diastereoselective intramolecular 1,3-dipolar cycloadditions. The absolute stereochemistry of the products was confirmed by X-ray crystallography and the enantiomeric purity was determined by using chiral HPLC.