Conformational Effects on Physical-Organic Descriptors – the Case of Sterimol Steric Parameters

Brethomé, A. V.; Fletcher, S. P.; Paton, R. S. ChemRxiv Preprint 2018, DOI:10.26434/chemrxiv.7125656.v1

informatics sterimol noncovalent interactions design

Heterobiaryl synthesis by contractive C–C coupling via P(V) intermediates

Hilton, M. C.; Zhang, X.; Boyle, B. T.; Alegre-Requena, J. V.; Paton, R. S.; McNally, A. Science 2018

mechanism reactive intermediates

Catalytic Enantio‐ and Diastereoselective Mannich Addition of TosMIC to Ketimines

Franchino, A. Chapman, J.; Funes-Ardoiz, I.; Paton, R. S.; Dixon, D. J. Chem. Eur. J. 2018, DOI:10.1002/chem.201804099

asymmetric catalysis noncovalent interactions

Post-Translational Site-selective Protein α-Deuteration − Protein Backbone Modification and Use as a Tool for Protein Mechanism

Galan, S. R. G.; Wickens, J. R.; Dadova, J.; Ng, W.-L.; Zhang, X.; Simion, R. A.; Quinlan, R.; Pires, E.; Paton, R. S.; Caddick, S.; Chudasama, V.; Davis, B. G. Nature Chem. Biol. 2018, 14, 955-963

chemical biology

Bifunctional iminophosphorane catalysed enantioselective sulfa-Michael addition of alkyl thiols to alkenyl benzimidazoles

Formica, M.; Sorin, G.; Farley, A. J. M.; Díaz, J.; Paton, R. S.; Dixon, D. J. Chem. Sci. 2018, 9, 6969–6974

asymmetric catalysis noncovalent interactions

Asymmetric nucleophilic fluorination under hydrogen bonding phase-transfer catalysis

Pupo, G.; Ibba, F.; Ascough, D. M. H.; Vicini, A. C.; Ricci, P.; Christensen, K.; Morphy, J. R.; Brown, J. M.; Paton, R. S.; Gouverneur, V. Science 2018, 360, 638–642

asymmetric catalysis dynamics noncovalent interactions

A New Mechanism for β-Lactamases − Class D Enzymes Degrade 1β-Methyl Carbapenems via Lactone Formation

Lohans, C. T.; van Groesen, E.; Brem, J.; Kumar, K.; Paton, R. S.; Schofield, C. J. Angew. Chem. Int. Ed. 2018, 57, 1282–1285

chemical biology

Direct sulfonylation of anilines mediated by visible light

Johnson, T. C.; Elbert, B. L.; Farley, A. J. M.; Gorman, T. W.; Genicot, C.; Lallemand, B.; Pasau, P.; Flasz, J.; Castro, J. L.; MacCoss, M.; Dixon, D. J.; Paton, R. S.; Schofield, C. J.; Smith, M. D.; Willis, M. C. Chem. Sci. 2018, 9, 629–633

photoredox catalysis

Total synthesis of (-)-himalensine A

Shi, H.; Michaelides, I.; Darses, B.; Jakubec, P.; Nguyen, Q. N.; description: Paton, R. S.; Dixon, D. J. J. Am. Chem. Soc. 2017, 39, 17755–17758

asymmetric catalysis

Visible light photocatalysis of 6-pi heterocyclization

Münster, N.; Parker, N. A.; van Dijk, L.; Paton, R. S.; Smith, M. D. Angew. Chem. Int. Ed. 2017, 56, 9468-9472

photoredox catalysis

Mechanistic insight into palladium-catalyzed cycloisomerization − A combined experimental and theoretical study

Mekareeya, A.; Walker, P. R.; Couce-Rios, A.; Campbell, C. D.; Steven, A.; Paton, R. S.; Anderson, E. A. J. Am. Chem. Soc. 2017, 139, 10104–10114

kinetic isotope effect

Structural and Stereoelectronic Insights into Oxygenase Catalyzed Formation of Ethylene from 2-Oxoglutarate

Zhang, Z.; Smart, T. J.; Choi, H.; Hardy, F.; Lohans, C. T.; Abboud, M. I.; Richardson, M. S. W.; Paton, R. S.; McDonough, M. A.; Schofield, C. J. Proc. Nat. Acad. Sci. 2017, 114, 4667-4672

chemical biology

Correlating Reactivity and Selectivity to Cyclopentadienyl Ligand Properties in Rh(III)-Catalyzed C−H Activation Reactions − An Experimental and Computational Study

Piou, T.; Romanov-Michailidis, F.; Romanova-Michaelides, M.; Jackson, K. E.; Semakul, N.; Taggart, T. D.; Newell, B. S.; Rithner, C. D.; Paton, R. S.; Rovis, T. J. Am. Chem. Soc. 2017, 39, 1296–1310

noncovalent interactions informatics

Computing Organic Stereoselectivity − from Concepts to Quantitative Calculations and Predictions

Peng, Q.; Duarte, F.; Paton, R. S. Chem. Soc. Rev. (Emerging Investigators Issue) 2016, 45, 6093−6107

asymmetric catalysis noncovalent interactions

A Counterion-Directed Approach to the Diels-Alder Paradigm − Cascade Synthesis of Tricyclic Fused Cyclopropanes

Kiss, E.; Campbell, C. D.; Driver, R. W.; Jolliffe, J. D.; Lang, R.; Sergieiva, T.; Okovytyy, S.; Paton, R. S.; Smith, M. D. Angew. Chem. Int. Ed. 2016, 55, 13813–13817

ion-pairing

Development of a True Transition State Force Field (TTSFF) from Quantum Mechanical Calculations

Madarász, A.; Berta, D.; Paton, R.S. J. Chem. Theory Comput. 2016, 12, 1833-1844

TTSFF

Computational Ligand Design in Enantio- and Diastereoselective Ynamide [5+2] Cycloisomerization

Straker, R.; Peng, Q.; Mekareeya, A.; Paton, R. S.; Anderson, E. A. Nat. Commun. 2016, 7, 10109

asymmetric catalysis noncovalent interactions design

Enantioselective Desymmetrization of Prochiral Cyclohexanones via Organocatalytic Intramolecular Michael Additions to α,β-Unsaturated Esters

Gammack-Yamaguta, A. D.; Datta, S.; Jackson, K. E.; Stegbauer, L.; Paton, R. S.; Dixon, D. J. Angew. Chem. Int. Ed. 2015, 127, 4981−4985

asymmetric catalysis noncovalent interactions design

Enantioselective Synthesis of Indanes via Cation-Directed 5-Endo-Trig Cyclization

Johnston, C. P.; Kothari, A.; Sergeieva, T.; Okovytyy, S. I.; Jackson, K. E.; Paton, R. S.; Smith, M. D. Nat. Chem. 2015, 7, 171-178

asymmetric catalysis noncovalent interactions

A series of potent CREBBP bromodomain ligands reveals an induced fit pocket stabilized by a cation-π interaction

Rooney, T. P. C.; Filippakopoulos, P.; Fedorov, O.; Picaud, S.; Cortopassi, W. A.; Hay, D. A.; Martin,S.; Tumber, A.; Rogers, C. M.; Philpott, M.; Wang, M.; Thompson, A. L.; Heightman, T. D.; Pryde, D. C.; Cook, A.; Paton, R. S.; Müller-Knapp, S.; Knapp, S.; Brennan, P. E.; Conway, S. J. Angew. Chem. Int. Ed. 2014, 126, 6240–6244

chemical biology noncovalent interactions

Natural product biosynthesis - It's all downhill from here

Hornsby, C. E.; Paton, R. S. Nature Chem. 2014, 6, 88–89

dynamics biosynthesis

Ligand Bite Angle-dependent Palladium-catalyzed Cyclization of Propargylic Carbonates to 2-Alkynyl Azacycles or Cyclic Dienamides

Daniels, D. S. B.; Jones, A. S.; Thompson, A. L.; Paton, R. S.; Anderson, E. A. Angew. Chem. Int. Ed. 2014, 53, 1915–1920

QSSR predictive model

Intramolecular Diels-Alder Reactions of Cycloalkenones – Stereoselectivity, Lewis Acid Influence, and Halogenation Effects

Pham, H.; Paton, R. S.; Ross, A. G.; Danishefsky, S. J.; Houk, K. N. J. Am. Chem. Soc. 2014, 136, 2397–2403

Quantum mechanical calculations suggest that lytic polysaccharide monooxygenases employ a copper-oxyl, oxygen-rebound mechanism

Kim, S.; Sandgren, M.; Paton, R. S.; Beckham, G. T. Proc. Nat. Acad. Sci. 2014, 111, 149–154

chemical biology

Rapid Cross Metathesis for Protein Modifications via Chemical Access to Se-Allyl Selenocysteine in Proteins

Lin, Y. A.; Boutureira, O.; Lercher, L.; Bhushan, B.; Paton, R. S.; Davis, B. G. J. Am. Chem. Soc. 2013, 135, 12156–12159

chemical biology

Dinuclear Palladium Complexes – Precursors or Catalysts?

Paton, R. S.; Brown, J. M. Angew. Chem. Int. Ed. 2012, 51, 10448–10450

Enzymatic Catalysis of Anti-Baldwin Ring-Closure in Polyether Biosynthesis

Hotta, K.; Chen, X.; Paton, R. S.; Minami, A.; Li, H. Swaminathan, K. T.; Mathews, I. I.; Watanabe, K.; Oikawa, H.; Houk, K. N.; Kim, C. Y. Nature 2012, 483, 355–358

chemical biology biosynthesis

An Efficient Computational Model to Predict the Synthetic Utility of Heterocyclic Arynes

Goetz, A. E.; Bronner, S. M. ; Cisneros, J.; Melamed, J.; Paton, R. S.; Houk, K. N.; Garg, N. K. Angew. Chem. Int. Ed. 2012, 51, 2758–2762

QSSR predictive model

Experimental Diels-Alder Reactivities of Cycloalkenones and Cyclic Dienes Explained Through Transition State Distortion Energies

Paton, R. S.; Kim, S.; Ross, A. G.; Danishefsky, S. J.; Houk , K. N. Angew. Chem. Int. Ed. 2011, 50, 10366–10368

QSSR predictive model

Unraveling the Mechanism of Cascade Reactions of Zincke Aldehydes

Paton, R. S.; Steinhardt, S. E.; Vanderwal, C. D.; Houk, K. N. J. Am. Chem. Soc. 2011, 133, 3895–3905

Indolyne Experimental and Computational Studies – Synthetic Applications and Origins of Selectivities of Nucleophilic Additions

Im, G.-Y. J.; Bronner, S. M.; Goetz, A. E.; Paton, R. S.; Cheong, P.-H. Y.; Houk, K. N. Garg, N. K. J. Am. Chem. Soc. 2010, 132, 17933–17944

QSSR predictive model

The [4+2], not [2+2], Mechanism Occurs in the Gold-Catalyzed Intramolecular Oxygen Transfer Reaction of 2-Alkynyl-1,5-Diketones

Liu, L.-P.; Malhotra, D.; Paton, R. S.; Houk, K. N.; Hammond, G. B. Angew. Chem. Int. Ed. 2010, 49, 9132–9135

Origins of Stereoselectivity in the trans-Diels-Alder Paradigm

Paton, R. S.; Mackey, J. L.; Kim, W.H.; Lee, J. H.; Danishefsky, S. J.; Houk, K. N. J. Am. Chem. Soc. 2010, 132, 9335–9340

Indolyne and Aryne Distortions and Nucleophilic Regioselectivities

Cheong, P. H. Y.; Paton, R. S.; Bronner, S. M.; Im, G. Y.; Garg, N. K.; Houk, K. N. J. Am. Chem. Soc. 2010, 132, 1267–1269

QSSR predictive model

Gold(I)-Catalyzed Intermolecular Hydroalkoxylation of Allenes – a DFT Study

Paton, R. S.; Maseras, F. Org. Lett. 2009, 11, 2237–2240

QM/MM