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SHORT CHIRAL SYNTHESES OF MORPHINAN AND RELATED SYSTEMS

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thesis--new_version.pdf (1.8 MB)

Date

2008-02-20T16:32:11Z

Authors

Gao, Jihong

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Volume Title

Publisher

University of Waterloo

Abstract

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.

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Keywords

organic syntheses, morphinan system

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Citation

URI

http://hdl.handle.net/10012/3586

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Theses
Chemistry