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Formal radical cyclization onto aromatic rings, cascade intramolecular conjugate displacement and synthetic studies on marinopyrroles
DownloadFall 2011
The first chapter of this thesis describes the development of a general method for indirectly effecting radical carbocyclization of an alkyl chain onto an aromatic ring. This process involves a Birch reductive alkylation of aromatic tert-butyl esters, chromium(VI)-mediated oxidation and radical...
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Intramolecular conjugate displacement for making carbocycles and studies on the total synthesis of MPC1001
DownloadFall 2011
The first chapter of this thesis describes methodology on an all-carbon intramolecular conjugate displacement between a carbon nucleophile and a Morita-Baylis-Hillman adduct for making carbocyclic skeletons. The reaction scope was examined with different electron-withdrawing groups, types of...
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Fall 2012
Fernandopulle, Shimal Chamikara
The first chapter of this thesis describes the development of a general route for the generation of selenium stabilized carbanions via a method that bypasses acid catalyzed formation of selenoacetals. Aldehydes are first converted into α-hydroxystannanes by nucleophilic addition of Bu3SnLi. The...