The University of Southampton
University of Southampton Institutional Repository

Development of selective non-metal based organocatalysts for asymmetric synthesis

Development of selective non-metal based organocatalysts for asymmetric synthesis
Development of selective non-metal based organocatalysts for asymmetric synthesis

This thesis is concerned with the design, synthesis and use of novel bifunctional organocatalysts for the asymmetric Michael addition of ketones and 1, 3 – dicarbonyl compounds to trans - β - nitrostyrene.

Chapter 1 describes the concept of organocatalysis, including history and mode of action.  A detailed review is provided on the organocatalytic Michael addition of carbon nucleophiles to nitroolefins.  The bifunctional organocatalyst design and programme of work is also discussed.

Chapter 2 details initial investigations conducted on the organocatalytic Michael addition of cyclohexanone to trans - β - nitrostyrene using monofunctional amine catalysts and hydrogen bond donor catalysts.

Chapters 3, 4 and 5 depict the synthesis and testing of a range of novel bifunctional organocatalysts for the Michael addition of cyclohexanone to trans - β - nitrostyrene.

Chapter 6 compares the different bifunctional organocatalysts and explores the scope of the catalysts and the Michael addition reaction.

University of Southampton
Carley, Allison Patricia
40979405-2dfb-4821-b92f-2db29f60cf13
Carley, Allison Patricia
40979405-2dfb-4821-b92f-2db29f60cf13

Carley, Allison Patricia (2007) Development of selective non-metal based organocatalysts for asymmetric synthesis. University of Southampton, Doctoral Thesis.

Record type: Thesis (Doctoral)

Abstract

This thesis is concerned with the design, synthesis and use of novel bifunctional organocatalysts for the asymmetric Michael addition of ketones and 1, 3 – dicarbonyl compounds to trans - β - nitrostyrene.

Chapter 1 describes the concept of organocatalysis, including history and mode of action.  A detailed review is provided on the organocatalytic Michael addition of carbon nucleophiles to nitroolefins.  The bifunctional organocatalyst design and programme of work is also discussed.

Chapter 2 details initial investigations conducted on the organocatalytic Michael addition of cyclohexanone to trans - β - nitrostyrene using monofunctional amine catalysts and hydrogen bond donor catalysts.

Chapters 3, 4 and 5 depict the synthesis and testing of a range of novel bifunctional organocatalysts for the Michael addition of cyclohexanone to trans - β - nitrostyrene.

Chapter 6 compares the different bifunctional organocatalysts and explores the scope of the catalysts and the Michael addition reaction.

Text
1138505.pdf - Version of Record
Available under License University of Southampton Thesis Licence.
Download (4MB)

More information

Published date: 2007

Identifiers

Local EPrints ID: 466439
URI: http://eprints.soton.ac.uk/id/eprint/466439
PURE UUID: 17cd16a5-ce90-426f-9fdc-791d21906bf3

Catalogue record

Date deposited: 05 Jul 2022 05:16
Last modified: 16 Mar 2024 20:42

Export record

Contributors

Author: Allison Patricia Carley

Download statistics

Downloads from ePrints over the past year. Other digital versions may also be available to download e.g. from the publisher's website.

View more statistics

Atom RSS 1.0 RSS 2.0

Contact ePrints Soton: eprints@soton.ac.uk

ePrints Soton supports OAI 2.0 with a base URL of http://eprints.soton.ac.uk/cgi/oai2

This repository has been built using EPrints software, developed at the University of Southampton, but available to everyone to use.

We use cookies to ensure that we give you the best experience on our website. If you continue without changing your settings, we will assume that you are happy to receive cookies on the University of Southampton website.

×