Diastereoselective Lithiation-Substitution of N-Silyl-Protected-(S)-Tetrahydro-1H-pyrrolo[1,2-c]imidazole-3(2H)-ones and Applications of Their Derivatives
dc.contributor.author | Sadraei, Seyed Iraj | |
dc.date.accessioned | 2014-09-10T15:48:03Z | |
dc.date.available | 2014-09-10T15:48:03Z | |
dc.date.issued | 2014-09-10 | |
dc.identifier.uri | http://hdl.handle.net/10464/5696 | |
dc.description.abstract | 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. | en_US |
dc.language.iso | eng | en_US |
dc.publisher | Brock University | en_US |
dc.subject | L-proline-derived | en_US |
dc.subject | imidazolone protected | en_US |
dc.subject | diastereoselective lithiation | en_US |
dc.subject | chiral guanidines | en_US |
dc.subject | N-heterocyclic carbene complexes | en_US |
dc.title | Diastereoselective Lithiation-Substitution of N-Silyl-Protected-(S)-Tetrahydro-1H-pyrrolo[1,2-c]imidazole-3(2H)-ones and Applications of Their Derivatives | en_US |
dc.type | Electronic Thesis or Dissertation | en_US |
dc.degree.name | M.Sc. Chemistry | en_US |
dc.degree.level | Masters | en_US |
dc.contributor.department | Department of Chemistry | en_US |
dc.degree.discipline | Faculty of Mathematics and Science | en_US |
dc.embargo.terms | None | en_US |
refterms.dateFOA | 2021-07-31T01:47:12Z |