Lewis acid mediated reactions of methylenecyclopropanes and cyclopropenes
Lewis acid mediated reactions of methylenecyclopropanes and cyclopropenes
This thesis is concerned with inter- and intramolecular cyclisation reactions of cyclopropenylsilanes mediated by Lewis acids towards the formation of novel heterocyclic compounds and intermolecular methylenecyclopropane reactions with N-acyliminium species in order to form novel bicyclic compounds.
Chapter 1 contains background information on synthetic chemistry involving methylenecyclopropanes. Information on allyl- and vinylsilane chemistry involving Lewis acids is also described.
Chapter 2 discusses synthesis and cyclisation studies of a range of cyclopropenylsilanes with different Lewis acids. Some novel and unexpected cyclisations have been discovered but on the whole these cyclopropenylsilanes were found to be too unreactive for cyclisation to occur in the anticipated manner.
Chapter 3 presents the synthesis and cyclisation studies of methylenecyclopropanes with N-acyliminium ions. Various Lewis acids and reaction conditions were studied for optimisation of the cyclisation reactions.
University of Southampton
Barker, Sarah Margaret
dcd15b75-9755-457a-9ab5-0c5775cdcf30
2004
Barker, Sarah Margaret
dcd15b75-9755-457a-9ab5-0c5775cdcf30
Barker, Sarah Margaret
(2004)
Lewis acid mediated reactions of methylenecyclopropanes and cyclopropenes.
University of Southampton, Doctoral Thesis.
Record type:
Thesis
(Doctoral)
Abstract
This thesis is concerned with inter- and intramolecular cyclisation reactions of cyclopropenylsilanes mediated by Lewis acids towards the formation of novel heterocyclic compounds and intermolecular methylenecyclopropane reactions with N-acyliminium species in order to form novel bicyclic compounds.
Chapter 1 contains background information on synthetic chemistry involving methylenecyclopropanes. Information on allyl- and vinylsilane chemistry involving Lewis acids is also described.
Chapter 2 discusses synthesis and cyclisation studies of a range of cyclopropenylsilanes with different Lewis acids. Some novel and unexpected cyclisations have been discovered but on the whole these cyclopropenylsilanes were found to be too unreactive for cyclisation to occur in the anticipated manner.
Chapter 3 presents the synthesis and cyclisation studies of methylenecyclopropanes with N-acyliminium ions. Various Lewis acids and reaction conditions were studied for optimisation of the cyclisation reactions.
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Published date: 2004
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Local EPrints ID: 465512
URI: http://eprints.soton.ac.uk/id/eprint/465512
PURE UUID: a6dbedbd-64c0-465c-b783-ddc0cf4962e1
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Date deposited: 05 Jul 2022 01:31
Last modified: 16 Mar 2024 20:13
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Author:
Sarah Margaret Barker
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