Morphine and its derivatives continue to challenge the creativity of synthetic chemists. The aim of this research is to execute a short chiral synthesis of the morphinan system. Chirality is introduced via asymmetric reduction; the key step is the formation of four rings- the tetracyclic phenanthrofuran by an intramolecular Diels-Alder cycloaddition. The fifth ring was completed by three different methods, and three different pentahydrophenanthrofuran systems were obtained.
| Identifer | oai:union.ndltd.org:WATERLOO/oai:uwspace.uwaterloo.ca:10012/3586 |
| Date | January 2008 |
| Creators | Gao, Jihong |
| Source Sets | University of Waterloo Electronic Theses Repository |
| Language | English |
| Detected Language | English |
| Type | Thesis or Dissertation |
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