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Please use this identifier to cite or link to this item: https://dspace.lboro.ac.uk/2134/13907

Title: Advances in palladium catalysed wacker-type oxidative transformations
Authors: Lee, Darren S.
Keywords: Organic chemistry
Catalysis
Palladium
Amination
Isoxazolidine
Pyrazolidine
Diastereoselective
Amino alcohols
Diamines
Issue Date: 2013
Publisher: © Darren Lee
Abstract: The development and optimisation of conditions for oxidative Wacker-type cyclisations followed by establishing the reaction scope are reported. Building upon the achievements in the field of oxidative Wacker-type reactions that has recently gathered interest, hydroxylamines and hydrazines were converted to isoxazolidines and pyrazolidines respectively. Secondary hydroxylamines cyclised yielding syn-isoxazolidines with excellent diastereoselectivities, whereas secondary hydrazines cyclised yielding anti-pyrazolidines but still maintained a high level of diastereoselectivity. Additionally, an enantioselective variant was explored. Isoxazolidines were successfully transformed to the corresponding 1,3-amino alcohols, which were further converted to amino sugar derivatives.
Description: A Doctoral Thesis. Submitted in partial fulfilment of the requirements for the award of Doctor of Philosophy of Loughborough University.
Sponsor: Loughborough University
URI: https://dspace.lboro.ac.uk/2134/13907
Appears in Collections:PhD Theses (Chemistry)

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