Ewch i’r prif gynnwys
Dr Mark Elliott

Dr Mark Elliott

Senior Lecturer in Organic Chemistry

Yr Ysgol Cemeg

Email:
elliottmc@cardiff.ac.uk
Telephone:
+44 (0)29 2087 4686
Fax:
+44 (0)29 2087 4030

Links

Research Group: Biological and Organic Chemistry

Research Interests

Dr Elliott's research interests are in the areas of heterocyclic chemistry, asymmetric synthesis and natural product synthesis.

Much of our work has focused on the stereoselective annulation of azoline derivatives, including oxazolines, thiazolines and pyrrolidines. This has led to the discovery of a number of new synthetic transformations, all of which can be applied to targets of biological interest. Recently, we have developed a range of stereoselective desymmetrisation reactions of cyclohexa-1,4-dienes, leading to the invention of methods for the preparation of bicyclic compounds containing challenging quaternary stereogenic centres. All of these fundamental areas are the subject of total synthesis endeavours, with the batzelladine and lycoposerramine alkaloids, and cladiellin diterpenes featuring prominently.

For more information, click on the 'Research' tab above.

Teaching

CH2112 Forensic Chemistry

CH3203 Organic Chemistry of Multiply Bonded Systems

CH3303 Advanced Organic Chemistry

CH3404 Organic Chemistry 1

PhD Loughborough University of Technology (1994, C. J. Moody). Postdoctoral Research Fellow, Basel and MÃ lheim (1994-6, A. Pfaltz). Appointed as Lecturer, Cardiff, in 1996.

Member of the Royal Society of Chemistry and Chartered Chemist. Member of the International Editorial Advisory Board of the journals 'Heterocyclic Communications' and 'Heterocyclic Letters'. Dr Elliott regularly referees manuscripts for a broad range of journals, including 'Journal of Organic Chemistry', 'Organic and Biomolecular Chemistry', 'Chemical Communications', 'Tetrahedron', 'Tetrahedron Letters' and 'Synlett' (among others).

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Our research interests lie in the development of new synthetic methodology, and its application to target synthesis. Key areas include:

Stereoselective annulation reactions of pyrrolidine, oxazoline and thiazoline derivatives which provide access to a range of novel heterobicyclic systems.
Development of new desymmetrisation reactions of cyclohexadiene systems to provide highly complex carbocyclic and heterocyclic systems.

Recent highlights include the total synthesis of batzelladine C methyl ester 2 from succinimide 1, permitting the stereochemical assignment of this challenging natural product.

Lycoposerramine A is a complex alkaloid featuring a pentacyclic core with five stereogenic centres and an unprecedented (in natural products) spirocyclic oxadiazolidinone ring. Compound 4 was prepared in only 7 steps from cyclohexadiene 3 as a highly functionalised model for this core.

A further application of cyclohexa-1,4-diene chemistry is shown in the highly efficient Prins desymmetrisation of compound 5 to give product 6 which is structurally and stereochemically related to the cladiellin diterpenes.

One final highlight from our recent work is the conversion of alkylidenepyrroldine 7 into the adduct 8. This reaction proceeds by a one-pot multistep sequence involving trapping of the nitrous acid that is liberated from the nitrolic acid, followed by decarboxylation and two dipolar cycloadditions (collaboration with Prof. Yasar Dà rà st, Abant Izzet Baysal University, Turkey).

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