Diastereoselective Lithiation-Substitution of N-Silyl-Protected-(S)-Tetrahydro-1H-pyrrolo[1,2-c]imidazole-3(2H)-ones and Applications of Their Derivatives
Contribuinte(s) |
Department of Chemistry |
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Data(s) |
10/09/2014
10/09/2014
10/09/2014
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Resumo |
This thesis describes a method involving the preparation of an L-proline-derived imidazolone protected with an N-triethylsilyl group that undergoes diastereoselective lithiation followed by electrophile quench to give C5-substituted products with syn stereochemistry. The N-silylated derivatives may be more easily N-deprotected as compared to previous N-t-Bu analogues to give secondary ureas. These may serve as precursors to N-phenyl chiral bicyclic guanidines or as NHC precursors for synthesis of corresponding complexes. |
Identificador | |
Idioma(s) |
eng |
Publicador |
Brock University |
Palavras-Chave | #L-proline-derived #imidazolone protected #diastereoselective lithiation #chiral guanidines #N-heterocyclic carbene complexes |
Tipo |
Electronic Thesis or Dissertation |