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2,3,4-Trisubstituted piperidines. A stereocontolled approach

Bergman, Zara Dominique (2015)
Ph.D. thesis, University of Birmingham.

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Abstract

This thesis details a methodology utilising various synthetic pathways towards cyclisation precursors suitable for use in Prins and carbonyl-ene cyclisations to effect 2,3,4-trisubstituted piperidines. Once the precursors were synthesised, we were interested in the stereochemical outcomes of the cyclisations, in particular identity and rational of the kinetic and thermodynamic products and their variation due to differing substituents on C2. Previous work in the Snaith group has addressed various other substitution patterns and 2,3,4-trisubstituted piperidines are central components of a vast array of drug targets and natural products, so it follows that these should also be sought via similar processes. Synthesis of the precursors proved to be much more challenging than anticipated, hence many different routes were investigated with fluctuating successes.

Type of Work:Ph.D. thesis.
Supervisor(s):Snaith, J. S.
School/Faculty:Colleges (2008 onwards) > College of Engineering & Physical Sciences
Department:School of Chemistry
Subjects:QD Chemistry
Institution:University of Birmingham
ID Code:5794
This unpublished thesis/dissertation is copyright of the author and/or third parties. The intellectual property rights of the author or third parties in respect of this work are as defined by The Copyright Designs and Patents Act 1988 or as modified by any successor legislation. Any use made of information contained in this thesis/dissertation must be in accordance with that legislation and must be properly acknowledged. Further distribution or reproduction in any format is prohibited without the permission of the copyright holder.
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