New Routes to Troponoid Natural Products

Tropolones have antimalarial activity with a structure unique compared to current treatments. This study focuses on the development of new methods to prepare tropolones and devise a total synthesis of cordytropolone. A new synthesis of tropolones has been developed using thiophene-1,1-dioxides which...

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Bibliographic Details
Main Author: Wells, Jason Matthew
Format: Thesis
Published: Curtin University 2018
Online Access:http://hdl.handle.net/20.500.11937/76286
Description
Summary:Tropolones have antimalarial activity with a structure unique compared to current treatments. This study focuses on the development of new methods to prepare tropolones and devise a total synthesis of cordytropolone. A new synthesis of tropolones has been developed using thiophene-1,1-dioxides which are a versatile group of compounds that, to date, have been underutilised in organic synthesis. Substituted thiophene-1,1-dioxides can undergo Diels-Alder reactions with cyclopropenes to form cycloheptatrienes which can be converted to tropolone derivatives.