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Welcome to the website of the Denton Research Group.   We are based in the state-of-the-art GlaxoSmithKline Carbon Neutral Laboratory for Sustainable Chemistry within The School of Chemistry at The University of Nottingham.

Our research involves the design and development of new reactions, synthesis methods, and catalysts that allow us (and others) to make valuable organic molecules such as natural products and pharmaceuticals more efficiently. All of our activities are underpinned by a core interest in organophosphorus and organosilicon chemistry which we draw upon in our methodology and catalysis work.

We are also involved in collaborative computational projects that make use of QM calculations and AI methods in order to predict the outcomes of chemical reactions and molecular properties.

We are very grateful to the The University of Nottingham, EPSRC, the Leverhulme Trust, and GlaxoSmithKline who are currently supporting our research in 2024

All content (C) Ross Denton         ross.denton@nottingham.ac.uk

Ross’ group: lab B13 (CNL) Ross’ office: A10 (CNL)

Publications

Independent Research 

43. Total Synthesis, Biological Evaluation and Biosynthetic Re-Evaluation of Illicium-Derived Neolignans

Robert; Saska, Jan; Mesquita-Ribeiro, Raquel; Dajas-Bailador, Federico; Lewis, William; Taylor, Laurence; Argent, Stephen; Shao, Huiling; Houk, K.; Denton, Ross2024, Submitted

42. Synthesis, Structure and Stereodynamics of Atropisomeric N-Chloroamides

Aaron D. G. Campbell, Natalie J. Roper, Paul G. Waddell, Corinne Wills, Casey M. Dixon, Ross M. Denton, Kristaps Ermanis, Roly J. Armstrong, Chem. Commun. 2024, accepted.

41. Modular Synthesis of Cyclic β-Difluoroamines (with AstraZeneca) under revision 2024 View Preprint: https://chemrxiv.org/engage/chemrxiv/article-details/65c9d784e9ebbb4db9283d2c

40.  Silyl Esters as Reactive Intermediates in Organic Synthesis

D’Amaral, M.C.; Andrews, K.G.; Denton, R.M.; Adler, M.J. Synth. 2023, DOI: 10.1055/a-2083-8591.

39.  Modular synthesis of α,α-diaryl α-amino esters via Bi(V)-mediated arylation/SN2-displacement of Kukhtin–Ramirez intermediates

Calcatelli, A.; Denton, R. M.; Ball, L. T. Org. Lett. 202224, 8002.

38. In Situ Silane Activation Enables Catalytic Reduction of Carboxylic Acids (with GSK)

Stoll. E.L., Barber, T.; Hirst, D.J.; Denton, R.M. Chem. Commun. 2022, 58, 3509.

37. A Practical Catalytic Reductive Amination of Carboxylic Acids (with GSK)

Stoll, E.L.; Tongue, T.; Andrews, K.G.; Hirst, D.G.; Valette, D.; Denton, R.M., Chem. Sci., 2020, 11, 9494.

36. Synthesis of 18O-labelled alcohols from unlabelled alcohols (with GSK)

Beddoe, R.H.; Edwards, D.C.; Goodman, L.; Sneddon, H.F.; Denton, R.M. Chem. Commun., 2020, 56, 6480. Front cover.

untitled

35. Development of a more sustainable Appel reaction (with GSK)

Jordan, A.*; Sneddon, H.F.; Denton, R.M. ACS Sustainable Chem. Eng. 2020, 8, 5, 2300–2309

34. Redox Neutral Organocatalytic Mitsunobu Reactions (with GSK)

Beddoe, R.H.; Andrews, K.G.; Magne, V.; Cuthbertson, J.D.; Saska, J.; Shannon-Little, A.L.; Shanahan, S.E.; Sneddon, H.F.; Denton, R.M.  Science, 2019, 365, 910

33. The catalytic Mitsunobu reaction: a critical analysis of the current state-of-the art (with GSK)

Beddoe, R.H.; Sneddon, H.F.; Denton, R.M. Org. Biomol. Chem. 2018, 16, 7774

32A More Critical Role for Silicon in the Catalytic Staudinger Amidation: Silanes as Non-Innocent Reductants

Andrews, K.; Denton, R.M. Chem. Commun. 2017, 53, 7971. Front cover.

staudinger grahpic

chem comm cover full

31A Practical and Catalyst-Free Trifluoroethylation Reaction of Amines Using Trifluoroacetic Acid.

Andrews, K.; Faizova, R.; Denton, R.MNature Commun. 2017, 8, 15913.

Figure 2

30. Synthesis of Malhamensilipin A Exploiting Iterative Epoxidation/Chlorination: Experimental and Computational Analysis of Epoxide-Derived Chloronium Ions

Saska, J.; Lewis, W.; Paton, R.; Denton R.M. Chem. Sci. 2016, 7, 7040.

chem sci graphical abstract.jpg

29. Synthesis of Quaternary Aryl Phosphonium Salts: Photoredox Initiated Phosphine Arylation

Fearnley, A.F.; An, J.; Jackson, M.; Lindovska, P.; Denton, R.M. Chem. Commun. 2016, 52, 4987.

corrected photoredox

28. Catalytic Reductive N-Alkylation of Amines using Carboxylic Acids

Andrews, K.; Summers, D.; Donnelly, L.; Denton, R.M. Chem. Commun. 2016, 52, 1855.

Table of contents graphic amination chem comm

27. Development of a Redox-Free Mitsunobu Reaction Exploiting Phosphine Oxides as Precursors to Dioxyphosphoranes (with GSK)

Tang, X.; Chapman, C.; Whiting M.; Denton, R.M. Chem. Commun2014, 50, 7340.

Mitsunobu chem comm

26. The Development of Catalytic Nucleophilic Substitution Reactions: Challenges, Progress and Future Directions

Jie, A.; Denton, R.M.; Lambert T.L.; Nacsa, E. Org. Biomol. Chem. 2014, 12, 2993.

25. A Simple Method for Appel Reactions Using a Polystyrene Supported Phopshine Oxide

Tang, X.; An, J.; Denton, R.M. Tetrahedron Lett. 20144, 799. 

polymer graphical abstract.jpg

24. Heteroatom Methods (review article)

An, J.; Denton, R.MAnnu. Rep. Org. Chem., Sect. B: Org. Chem. 2013, 109, 167.

23. Phosphorus(V)-Catalysed Dichlorination Reactions of Aldehydes

An, J.;  Tang, X.; Moore, J.; Lewis, W.;  Denton, R.M. Tetrahedron 2013, 69, 8769.

Untitled

22A Strategy For The Synthesis Of The Fargenone/Fargenin Family of Natural Products: Synthesis Of The Tricyclic Core

R.M. Denton, J.S. Scragg, Org. Biomol. Chem 201210, 5629

graphical abstract fargenin core

21Phosphonium Salt-Catalysed Synthesis of Nitriles From In Situ Activated Oximes

Denton R.M.; An, J.; Lindovska, P.; Lewis, W. Tetrahedron, 2012, 68, 2899

nitrile paper graphic

20. Catalytic Phosphorus(V)-Mediated Nucleophilic Substitution Reactions: Development Of A Catalytic Appel Reaction

Denton, R.M.; An, J.; Adeniran, B.; Blake, A.; Lewis, W.; Poulton, A. J. Org. Chem. 2011, 76, 6749

Highlighted in ACS New and Noteworthy Chemistry. Highlighted in Functional Group Transformations on the Organic Chemistry Portal. Highlighted in Green Chemistry Articles of Interest to the Pharmaceutical Industry in Organic Process Research and Development. Highlighted in Sustainable Chemistry Challenges and Practices for the Chemical and Pharmacuetical Industry.

Appel full paper graphic

19. A Concise Synthesis of O-methyl Honokiol

Denton, R.M.; Scragg, J.T.; Saska, J. Tetrahedron Lett. 2011, 52, 2554

methyl honokiol graphic

18. Catalysis of Phosphorus(V)-Mediated Transformations: Catalytic Dichlorination of Epoxides Under Appel Conditions

Denton, R.M.; Tang, X.; Przeslak, A. Org. Lett. 2010, 12, 4678

dichlorination graphic

17Phosphine Oxide-Catalysed Chlorination of Alcohols Under Appel Conditions

Denton, R.M.; An, J. ; Adeniran, B. Chem. Commun. 2010, 46, 3025

Appel comm graphic

16A Concise Synthesis Of Honokiol

Denton, R.M.; Scragg, J.T.; Galofre, A.M.; Gui, X.; Lewis, W. Tetrahedron 2010, 66, 8029

honokiol graphic

15A Concise Synthesis Of Dunnianol

Denton, R.M.; Scragg, J.T. Synlett 2010, 633

dunnianol graphic

Postdoctoral Research

14Lesser-Known Enabling Technologies For Organic Synthesis

O’Brien, M.; Denton, R.M.; Ley, S.V. Synthesis 2010, 8, 1157

13RAR Signalling Regulates Choroid Fissure Closure Through Independent Mechanisms In The Ventral Optic Cup and Periocular Mesenchym

Lupo, G.; Gestri, G.;  O’Brien, M.;  Denton, R.M. Chandraratna, R.A.S.; Ley, S.V.; Harris W.A.; Wilson, S.W. Proc. Nat. Acad. Sci. 2011, 108, 8698.

12Chemical Synthesis of the GHIJKLMNO Ring System of Maitotoxin

Nicolaou, K.C.; Frederick, M.O.; Burtuloso, A.; Denton, R.M.; Rivas, F.; Cole, K.P. R.; Aversa, R. Gibe, R.; Umezawa, T.; Suzuki, T. J. Am. Chem. Soc. 2008, 130, 7466–7476

11Total Synthesis of Artochamins F, H, I and J Through Cascade Reactions

Nicolaou, K.C.; Lister, T.; Denton, R.M.; Gelin, C.F. Tetrahedron 2008, 64, 4736

10Design, Synthesis and Biological Evaluation of Platensimycin Analogs with Varying Degrees of Molecular Complexity

Nicolaou, K.C.; Stepan, A.F.; Lister, T.; Li, A.; Montero, A.; Tria, G.S.; Turner, C.I.; Tang, Y.; Wang, J.; Denton, R.M.; Edmonds, D.J. J. Am. Chem. Soc. 2008, 130, 13110

9The Synthesis of Azadirachtin: A Potent Insect Antifeedant

Ley, S.V.; Somovilla, A.A.; Anderson, J.C.; Ayats, C.; Bänteli, R.; Beckmann, R.E.; Boyer, A.; M. Brasca, M.G.; Brice, A.; Broughton, H.B.; Burke, B.J.; Cleator, E.; Craig, D.; Denholm, A.A.; Denton, R.M.; Reville, T.D.; Gobbi,  L.B.; Göbel, M.; Gray, B.L.; Grossmann, R.B.; Gutteridge, C.E.; Hahn, N.; Harding, S.L.; Jennens, D.C.; Jennens, L.; Lovell, P.J.; Lovell, H.J.; de la Puente, M.L.; Kolb, H.C.; Koot, W.J.; Maslen, S.L.; McCusker, C.F.; Mattes, A.; Pape, A.R.; Pinto, A.; Santafianos, D.; Scott, J.S.; Smith, S.C.; Somers, A.Q.; Spilling, C.D.; Stelzer, F.; Toogood, P.L.; Turner, R.M.; Veitch, G.E.; Wood, A.; Zumbrunn, C. Chem. Eur. J. 200814, 10683-10704

8Metathesis Reactions in the Synthesis of Complex Molecules

Nicolaou K.C.; Ortiz, A.; Denton, R.M. Chemica Oggi2007, 5, 70–72, 74–76

7Cascade Reactions Involving Formal [2+2] Cycloadditions: Total Synthesis of Artochamins F,H,I,J

Nicolaou, K.C.; Lister, T.; Denton, R.M.; Gelin, C.F. Angew. Chem. Int. Ed. 2007, 39, 7501

6Chemical Synthesis of the GHIJK Ring System and Experimental Support for the Originally Assigned Structure of Maitotoxin

Nicolaou, K.C.; Cole, K.P.; Frederick, M.O.; Aversa, R.J.; Denton, R.M. Angew. Chem. Int. Ed. 2007, 46, 8875–8879

5Adamantaplatensimycin a Bioactive Analogue of Platensimycin

Nicolaou, K.C.; Lister, T.; Denton, R.M; Montero, A.; Edmonds, D.J Angew. Chem. Int. Ed. 2007, 46, 4712

4Stereocontrolled Synthesis of Model Core Systems of Lomaiviticins A and B

Nicolaou, K.C.; Denton, R.M.; Lenzen, A.; Edmonds, D.J.; Li, A.; Milburn, R.; Harrison, S. Angew. Chem. Int. Ed. 2006, 118, 2130

Doctoral Research

3Asymmetric Synthesis of 6’-hydroxyarenarol: The Proposed Biosynthetic Precursor to Popolohuanone E

Munday, R.H.; Denton, R.M.; Anderson, J.C. J. Org. Chem. 2008, 73, 8033

2A Biomimetic Strategy for the Synthesis of the Tricyclic Aromatic Core of Popolohuanone E

Anderson, J.C.; Denton, R.M.; Wilson, C. Org. Lett. 2005,7, 123

1Synthesis of Dibenzofuran-1,4-Diones Using the Dotz Benzannulation

Anderson, J.C., Denton, R.M.; Hicken, G.; Wilson, C. Tetrahedron 2004, 60, 2327

Book Chapters and Conference Abstracts

2. Modern NMR Spectroscopy

in Organic Chemist’s Desk Reference Denton, R.M., Ed. C. Cooper. 2010, CRC Press

1. Total Synthesis of Artochamins F,H,I and J

K.C. Nicolaou, C.F, Gelin, T. Lister, R.M. Denton, Abstracts, 41st Western Regional ACS meeting, San Diego, October 9-13, 2007