Main content

Explorations with Sulfonyl Chemistry: Towards the Synthesis of the Natural Product Tedarene A and Cyclization Trials with Sulfonamide Derivatives

Show simple item record

dc.contributor.advisor Schwan, Adrian
dc.contributor.author Lindner, Marshall
dc.date.accessioned 2015-05-06T15:29:00Z
dc.date.available 2015-05-06T15:29:00Z
dc.date.copyright 2015-05
dc.date.created 2015-05-04
dc.date.issued 2015-05-06
dc.identifier.uri http://hdl.handle.net/10214/8818
dc.description.abstract Sulfones are capable of participating in a wide range of synthetic transformations including nucleophilic additions, acylations, alkylations and cycloadditions. A great deal of sulfone chemistry is derived from their ability to stabilize adjacent negative charges leading to stabilized α-carbanions. Previous work by the Schwan group investigated the base induced dearomatizing cyclization of unsaturated sulfones. An investigation into the cyclization of the analogous sulfonamide was explored. A route to the starting sulfonamide required for cyclization trials was not achieved and the project was abandoned. The synthesis of the natural product Tedarene A, a diaryl heptanoid was explored. Despite having no stereogenic centres Tedarene A exhibits planar chirality. A total synthesis of Tedarene A was presented using a minimal amount of organic starting materials featuring an Ullmann coupling. A total synthesis of Tedarene A was not accomplished, however with four steps remaining to achieve the desired product the progress made is reported. en_US
dc.language.iso en en_US
dc.subject organic synthesis en_US
dc.subject natural product en_US
dc.title Explorations with Sulfonyl Chemistry: Towards the Synthesis of the Natural Product Tedarene A and Cyclization Trials with Sulfonamide Derivatives en_US
dc.type Thesis en_US
dc.degree.programme Chemistry en_US
dc.degree.name Master of Science en_US
dc.degree.department Department of Chemistry en_US
dc.rights.license All items in the Atrium are protected by copyright with all rights reserved unless otherwise indicated.


Files in this item

Files Size Format View
Lindner_Marshall_201505_Msc.pdf 2.936Mb PDF View/Open

This item appears in the following Collection(s)

Show simple item record