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1,3-Dipolar cycloaddition leading to N-acylated pyrrolidines and 2,5-dihydropyrroles.
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1983
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EngineeringHeterocyclic1,3-Dipolar CycloadditionAcyl ChlorideOrganic ChemistryDipolar CycloadditionIntermediary N-acyltrimethylsilylmethyliminium SaltChemistryHeterocycle ChemistryStereoselective SynthesisPharmacologySynthetic ChemistryBiomolecular Engineering
Dipolar cycloaddition of an intermediary N-acyltrimethylsilylmethyliminium salt formed from N-(benzylidene) trimethylsilylmethylamine and acyl chloride to conjugated alkenes or alkines gave N-acylpyrrolidines or N-acyl-2, 5-dihydropyrroles, respectively. The stereochemistry of all the products was established.