Elliott, Mark - Cardiff University

个人简介

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

研究领域

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 Dürüst, Abant Izzet Baysal University, Turkey).

近期论文

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Saleh, B.et al. 2016. Reactions of organoboranes with carbanions bearing three potential leaving groups: unusual processes, products and mechanisms. Tetrahedron 72(44), pp. 6914-6928. (10.1016/j.tet.2016.09.005) pdf Ghafoor, A.et al. 2016. Synthesis, characterization and biological evaluation of some new oxino bis-pyrazole derivatives. Asian Journal of Chemistry 28(8), pp. 1648-1652. (10.14233/ajchem.2016.19736) pdf Jones, D.et al. 2015. Factors affecting reactions of trialkylcyanoborates with imidoyl chlorides/trifluoroacetic anhydride. Tetrahedron 71(36), pp. 6285-6289. (10.1016/j.tet.2015.06.038) Maqbool, T.et al. 2014. Pyrazolopyridines II: synthesis and antibacterial screening of 6-aryl-3-methyl-1-phenyl-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acids. Asian Journal of Chemistry 26(10), pp. 2870-2872. (10.14233/ajchem.2014.15918) El-Hiti, G.et al. 2013. (E)-2-(1,1-Dicyclohexyl-3-phenylallyl)-5,5-dimethyl-1,3,2-dioxaborinane. Acta Crystallographica Section E - Structure Reports Online 69(9), article number: o1403. (10.1107/S1600536813021739) pdf Elliott, M.et al. 2013. Factors affecting migration of tertiary alkyl groups in reactions of alkylboronic esters with bromomethyllithium. The Journal of Organic Chemistry 78(7), pp. 3057-3064. (10.1021/jo4000459) Elliott, M. C. and Smith, K. 2013. Migratory aptitudes of alkyl groups on boron: a computational study of halomethyllithium-induced migration reactions. Organometallics 32(17), pp. 4878-4881. (10.1021/om4006164) Smith, K., Elliott, M. C. and Jones, D. H. 2013. 3-Chloro-1-lithiopropene - a functional organolithium reagent - and its reactions with alkylboronates to give 3-Alkylprop-1-en-3-ols. Journal of Organic Chemistry 78(18), pp. 9526-9531. (10.1021/jo4018028) pdf Maqbool, T.et al. 2013. Pyrazolopyridines I: Synthesis of some pyrazolo[3,4-b]pyridine-4-carboxylates. Asian Journal of Chemistry 25(14), pp. 7715-7718. (10.14233/ajchem.2013.14573A) Butters, M., Elliott, M. C. and Hill-Cousins, J. T. 2012. An unexpected Prins desymmetrisation reaction driven by silyl migration. Arkivoc Online Journal of Organic Chemistry 2012(7), pp. 113-125. pdf Bennett, N.et al. 2012. Diastereoselective alkylation reactions of 1-methylcyclohexa-2,5-diene-1-carboxylic acid. Organic and Biomolecular Chemistry 10(19), pp. 3859-3865. (10.1039/c2ob25211b)