Stereoselective tandem synthesis of oxazolo-fused pyrroloquinolines from o-alkynylaldehydes via Ag(I)-catalyzed regioselective 5-exo-dig ring closure |
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Authors: | Rajeev Ranjan Jha Trapti AggarwalAkhilesh Kumar Verma |
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Affiliation: | Department of Chemistry, University of Delhi, Delhi 110007, India |
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Abstract: | A tandem approach for the regio- and stereoselective synthesis of oxazolo-fused pyrroloquinolines 3a–l via the reaction of o-alkynylaldehydes 1a–i with chiral amino alcohols 2a–c under mild reaction conditions is described. The possible participation of the pyridine ring in the regioselective formation of 5-exo-dig cyclized products was supported by the controlled experiments. The structures and stereochemistry of the products were confirmed by NOESY and X-ray crystallographic studies. |
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Keywords: | Tandem cyclization Oxazole Pyrrolo-quinolines Stereoselective Silver |
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