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Title: Applications of chromium carbene annulations and cyclisations to natural product synthesis
Author: Ricketts, Dean C.
Awarding Body: University of Manchester
Current Institution: University of Manchester
Date of Award: 1993
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Chapter one contains a brief resume of the recent literature reports concerning the Dotz benzannulation reaction and a short review on the current known reactivity and use of vinylidene complexes. Chapter two describes the Dotz benzannulation reaction, regiochemically and mechanistically. The annulation reaction was applied to the synthesis of the steroid, taxodione. The annulation is also further applied to the synthesis of tricyclic systems. The tricycles formation being via a tandem annulationMitsunobu cyclisation process. The tricyclic systems potentially lead to the formation of aflotoxin Bl. Chapter two also describes the Dotz cyclisation reaction, its origin and mechanistic understanding. The cyclisation reaction was applied to the novel homochiral synthesis of (R, Z)-5-(I-decenyl)dihydro- 2(3H)-furanone and to the synthesis of (+/-)-muricatacin. Chapter three describes the experimental procedures used.
Supervisor: Not available Sponsor: Not available
Qualification Name: Thesis (Ph.D.) Qualification Level: Doctoral
EThOS ID:  DOI: Not available