Publications

2017 to present

 

227 Enabling nucleophilic reactivity in molecular calcium fluoride complexes

J. J. C. Struijs, M. A. Ellwanger, A. E. Crumpton, V. Gouverneur, S. Aldridge

Nat. Chem. 2024, DOI: 10.1038/s.41557-024-01524-x 

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226 Photoredox Nucleophilic (Radio)fluorination of Alkoxyamines

S. Ortalli, J. Ford, A. A. Trabanco, M. Tredwell, V. Gouverneur

J. Am. Chem. Soc2024146, 11599–11604, DOI: 10.1021/jacs.4c02474

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225 The 18F-Difluoromethyl Group: Challenges, Impact and Outlook

J. Ford, S. Ortalli, V. Gouverneur

Angew. Chem. Int. Ed2024, e202404957, DOI: 10.1002/anie.202404957

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224 Expedient access to 18F-Fluoroheteroarenes via Deaminative Radiofluorination of Aniline-Derived Pyridinium Salts

J. Ford, S. Ortalli, Z. Chen, J. B. I. Sap, M. Tredwell, V. Gouverneur

Angew. Chem. Int. Ed. 2024, e202404945, DOI: 10.1002/anie.202404945

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223 Mechanochemical difluoromethylation of (thio)phenols and N-heterocycles

J. Ford, B. Hopkin, J. B. I. Sap, V. Gouverneur

Isr. J. Chem. 2023, e202300109, DOI: 10.1002/ijch.202300109

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222 Fluorochemicals from fluorspar via a phosphate-enabled mechanochemical process that bypasses HF

C. Patel, E. André-Joyaux, J. A. Leitch, X. Martínez De Irujo-Labalde, F. Ibba, J. Struijs, M. A. EllWanger, R. Paton, D. L. Browne, G. Pupo, S. Aldridge, M. A. Hayward, V. Gouverneur

Science 2023381, 302–306, DOI: 10-1126/science.adi1557

Highlighted inOxford team leads biomimetic fluorocarbon breakthrough on The Engineer, Nature inspires breakthrough achievement: Hazard-free production of fluorochemicals on Phys.org, Widely-used chemicals can now be made without releasing toxic gas on New Scientist and Nature inspires breakthrough achievement: hazard-free production of fluorochemicals on EurekAlert. 

Check out our Behind the Paper video!

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221 Regiodivergent Nucleophilic Fluorination under Hydrogen Bonding Catalysis: A Computational and Experimental Study

M. A. Horwitz, A. B. Dürr, K. Afratis, Z. Chen, J. Soika, K. E. Christensen, M. Fushimi, R. S. Paton, V. Gouverneur

J. Am. Chem. Soc. 2023145, 9708–9717, DOI: 10.1021/jacs.3c01303

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220 Posttranslational, site-directed photochemical fluorine editing of protein sidechains to probe residue oxidation state via 19F-nuclear magnetic resonance

P. G. Isenegger, B. Josephson, B. Gaunt, M. J. Davy, V. Gouverneur, A. J. Baldwin, B. G. Davis

Nat. Protoc202318, 1543–1562, DOI: 10.1038/s41596-022-00800-9

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219 A radioiodinated rucaparib analogue as an Auger electron emitter for cancer therapy

G. Destro, Z. Chen, C. Y. Chan, C. Fraser, G. Dias, M. Mosley, F. Guibbal, V. Gouverneur, B. Cornelissen

Nucl. Med. Bio. 2023, 116–117, 108312, DOI: 10.1016/j.nucmedbio.2022.108312

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218  Correlation between molar activity, injection mass and uptake of the PARP targeting radiotracer [18F]olaparib in mouse models of glioma

C. Y. Chan, S. L. Hopkins, F. Guibbal, A. Pacelli, J. Baguña Torres, M. Mosley, D. Lau, P. Isenegger, Z. Chen, T. C. Wilson, G. Dias, R. Hueting, V. Gouverneur, B. Cornelissen

EJNMMI Res 2022, 12, 67. DOI: 10.1186/s13550-022-00940-9

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217 Imaging PARP with [18F]rucaparib in pancreatic cancer models

C. Y. Chan, Z. Chen, G. Destro, M. Veal, D. Lau, E. O'Neill, G. Dias, M. Mosley, V. Kersemans, F. Guibbal, V. Gouverneur, B. Cornelissen 

Eur J Nucl Med Mol Imaging 202249, 3668–3678. DOI: 10.1007/s00259-022-05835-4

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216 [18F]Difluorocarbene for Positron Emission Tomography

J. B. I. Sap,  C. F. Meyer, J. Ford, N. J. W. Straathof, A. B. Dürr, M. J. Lelos, S. J. Paisey, T. A. Mollner, S. M. Hell, A. A. Trabanco, C. Genicot,  C. W. am Ende, R. S. Paton, M. Tredwell, V. Gouverneur

Nature 2022606, 102–108. DOI:10.1038/s41586-022-04669-2

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215 Multi-patient dose synthesis of [18F]Flumazenil via a copper-mediated 18F-fluorination

T. Gendron,  G. Destro, N. J. W. Straathof, J. B. I. Sap, F. Guibbal, C. Vriamont, C. Caygill, J. R. Atack, A. J. Watkins, C. Marshall, R. Hueting, C. Warnier,  V. Gouverneur, M. Tredwell

EJNMMI radiopharm. chem. 20227, 5. DOI:10.1186/s41181-022-00158-z

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214 Hydrogen Bonding Phase-Transfer Catalysis with Alkali Metal Fluorides and Beyond

G. Pupo, V. Gouverneur

J. Am. Chem. Soc. 2022, 144, 5200–5213. DOI:10.1021/jacs.2c00190

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213 Asymmetric Azidation under Hydrogen Bonding Phase-Transfer Catalysis: A Combined Experimental and Computational Study

J. Wang, M. A. Horwitz, A. B. Dürr, F. Ibba, G. Pupo, Y. Gao, P. Ricci, K. E. Christensen, T. P. Pathak, T. D. W. Claridge, G. C. Lloyd-Jones, R. S. Paton, V. Gouverneur

J. Am. Chem. Soc. 2022, 144, 4572–4584. DOI:10.1021/jacs.1c13434

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212 Scalable Synthesis of (R,R)-N,N-Dibenzyl-2-fluorocyclohexan-1-amine with CsF under Hydrogen Bonding Phase-Transfer Catalysis

A. C. Vicini, D-M Alozie, P. Courtes, G. Roagna, C. Aubert, V. Certal, Y. El-Ahmad, S. Roy, V. Gouverneur

Org. Process Res. Dev. 2021, 25, 2730–2737. DOI:10.1021/acs.oprd.1c00312

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211 Multigram synthesis of N-alkyl bis-ureas for asymmetric hydrogen bonding phase-transfer catalysis

A. C. Vicini, G. Pupo, F. Ibba, V. Gouverneur

Nat. Protoc. 2021, 16, 5559–5591. DOI:10.1038/s41596-021-00625-y

Highlighted in: Protocols & Methods Community

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210 Post-translational insertion of boron in proteins to probe and modulate function

T. A. Mollner, P. G. Isenegger, B. Josephson, C. Buchanan, L. Lercher, D. Oehlrich, D. Flemming Hansen, S. Mohammed, A. J. Baldwin, V. Gouverneur, B. G. Davis 

Nat. Chem. Biol. 2021, 17, 1245–1261. DOI:10.1038/s41589-021-00883-7 

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209 Closing the gap between 19F and 18F chemistry

J. Ajenjo, G. Destro, F. Guibbal, B. Cornelissen, V. Gouverneur 

EJNMMI radiopharm. chem. 2021, 6, 33. DOI:10.1186/s41181-021-00143-y

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208 Copper-Mediated Radiosynthesis of [18F]Rucaparib

Z. Chen, G. Destro, F. Guibbal, C. Y. Chan, B. Cornelissen, V. Gouverneur 

Org. Lett. 202123, 7290–7294. DOI:10.1021/acs.orglett.1c02770

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207 Hydrofluoromethylation of alkenes with fluoroiodomethane and beyond

S. M. Hell, C. F. Meyer, S. Ortalli, J. Sap, X. Chen, V. Gouverneur 

Chem. Sci. 202112, 12149–12155. DOI:10.1039/d1sc03421a

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206 Contemporary synthetic strategies in organofluorine chemistry

R. Britton, V. Gouverneur, J.-H Lin, M. Meanwell, C. Ni, G. Pupo, J.-C. Xiao, J. Hu 

Nat. Rev. Methods Primers. 20211, 47. DOI:10.1038/s43586-021-00042-1

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205 Late-stage difluoromethylation: concepts, developments and perspective

J. B. I. Sap, C. F. Meyer, N. J. W. Straathof, N. Iwumene, C. W. am Ende, A. A. Trabanco, V. Gouverneur 

Chem. Soc. Rev. 202150, 8214–8247DOI:10.1039/D1CS00360G

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204 Residue-Selective Protein C-Formylation via Sequential Difluoroalkylation-Hydrolysis

M. Imiołek, P. G. Isenegger, W. Ng, A. Khan, V. Gouverneur, B. G. Davis

ACS Cent. Sci. 20217, 145–155DOI:10.1021/acscentsci.0c01193

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203 18F-meta-fluorobenzylguanidine (18F-mFBG) to monitor changes in norepinephrine transporter expression in response to therapeutic intervention in neuroblastoma models

S. Turnock, D. R. Turton, C. D. Martins, L. Chesler, T. C. Wilson, V. Gouverneur, G. Smith, G. Kramer-Marek

Sci. Rep. 202010, 1–12. DOI:10.1038/s41598-020-77788-3

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202 Impact of Multiple Hydrogen Bonds with Fluoride on Catalysis: Insight from NMR Spectroscopy

F. Ibba, G. Pupo, A. L. Thompson, J. M. Brown, T. D. W. Claridge, V. Gouverneur

J. Am. Chem. Soc. 2020, 142, 19731–19744. DOI:10.1021/jacs.0c09832

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201 Light-driven post-translational installation of reactive protein side chains

B. Josephson, C. Fehl, P. G. Isenegger, S. Nadal, T. H. Wright, A. W. J. Poh, B. J. Bower, A. M. Giltrap, L. Chen, C. Batchelor-McAuley, G. Roper, O. Arisa, J. B. I. Sap, A. Kawamura, A. J. Baldwin, S. Mohammed, R. G. Compton, V. Gouverneur, B. G. Davis

Nature 2020, 585, 530–537. DOI:10.1038/s41586-020-2733-7

Highlighted in: Radical post-translational modifications

Chemistry World 2021

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200 Radiosynthesis of [18F]ArylSCF2H using aryl boronic acids, S-(chlorofluoromethyl)benzenesulfonothioate and [18F]fluoride

Q. Zhao, P. G. Isenegger, T. C. Wilson, J. B. I. Sap, F. Guibbal, L. Lu, V. Gouverneur, Q. Shen

Chinese Chem. Soc. Chem. 2020, 2, 1921–1928. DOI:10.31635/ccschem.020.202000399

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199 Synthesis of Fluorinated Alkyl Aryl Ethers by Palladium-Catalyzed C-O Cross-Coupling

R. Szpera, P. G. Isenegger, M. Ghosez, N. J. W. Straathof, R. Cookson, D. C. Blakemore, P. Richardson, V. Gouverneur

Org. Lett. 2020, 22, 6573–6577. DOI:10.1021/acs.orglett.0c02347

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198 Hydrogen Bonding Phase-Transfer Catalysis with Ionic Reactants: Enantioselective Synthesis of γ-Fluoroamines

G. Roagna, D. Ascough, F. Ibba, A. C. Vicini, A. Fontana, K. Christensen, A. Peschiulli, D. Oehlrich, M. Misale, A. Trabanco, R. Paton, G. Pupo, V. Gouverneur

J. Am. Chem. Soc. 2020, 142, 14045–14051. DOI:10.1021/jacs.0c05131

This publication is also available as a Live Slide format

Highlighted in: Bisurea-Catalyzed Enantioselective Synthesis of γ-Fluoroamines

Synfacts 2020, 16, 1099–1100

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197 Organophotoredox Hydrodefluorination of Trifluoromethylarenes with Translational Applicability to Drug Discovery

J. B. I. Sap, N. J. W. Straathof, T. Knauber, C. F. Meyer, M. Médebielle, L. Buglioni, C. Genicot, A. A. Trabanco, T. Noël, C. W. am Ende, V. Gouverneur

J. Am. Chem. Soc. 2020, 142, 9181–9187DOI:10.1021/jacs.0c03881

Highlighted in: Some Items of Interest to Process R&D Chemists and Engineers

W. Zhao, S. Guizzetti, J. A. Schwindeman, D. S. B. Daniels, J. J. Douglas, S. Petit, C. B. Kelly, A. Kosanovich, J. Knight

Org. Process Res. Dev. 202024, 1351–1363

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196 [18F]AZD2461, an Insight on Difference in PARP Binding Profiles for DNA Damage Response PET Imaging

F. Guibbal, S. L. Hopkins, A. Pacelli, P. G. Isenegger, M. Mosley, J. B. Torres, G. M. Dias, D. Mahaut, R. Hueting, V. Gouverneur, B. Cornelissen

Mol Imaging Biol. 2020, 22, 1226–1234. DOI:10.1007/s11307-020-01497-6

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195 Hydrosulfonylation of Alkenes with Sulfonyl Chlorides under Visible Light Activation

S. M. Hell, C. F. Meyer, A. Misale, J. B. Sap, K. E. Christensen, M. C. Willis, A. A. Trabanco, V. Gouverneur

Angew. Chem. Int. Ed. 2020, 59, 11620–11626. DOI:10.1002/anie.202004070

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194 Manual and automated Cu-mediated radiosynthesis of the PARP inhibitor [18F]olaparib

F. Guibbal, P. G. Isenegger, T. C. Wilson, A. Pacelli, D. Mahaut, J. B. I. Sap, N. J. Taylor, S. Verhoog, S. Preshlock, R. Hueting, B. Cornelissen, V. Gouverneur

Nat Protoc. 202015, 1525–1541. DOI:10.1038/s41596-020-0295-7

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193 18F-Trifluoromethanesulfinate enables Direct C–H 18F-Trifluoromethylation of Native Aromatic Residues in Peptides

C. W. Kee, O. Tack, F. Guibbal, T. C. Wilson, P. G. Isenegger, M. Imiołek, S Verhoog, M. Tilby, G. Boscutti, S. Ashworth, J Chupin, R. Kashani, A. W. J. Poh, J. K. Sosabowski, S. Macholl, C. Plisson, B. Cornelissen, M. C. Willis, J. Passchier, B. G. Davis, V. Gouverneur

J. Am. Chem. Soc. 2020142, 1180–1185DOI:10.1021/jacs.9b11709

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192 Silyl Radical-Mediated Activation of Sulfamoyl Chlorides Enables Direct Access to Aliphatic Sulfonamides from Alkene

S. M. Hell, C. F. Meyer, G. Laudadio, A. Misale, M. C. Willis, T. Noel, A. A. Trabanco, V. Gouverneur

J. Am. Chem. Soc. 2020142, 720–725. DOI:10.1021/jacs.9b13071

Highlighted in: Easy Access to Aliphatic Sulfonamides using Sulfamoyl Chlorides Under Visible Light Activation

S. M. Hell, C. F. Meyer, A. A. Trabanco, V. Gouverneur 

J. Vis. Exp. 2020, e6138

Highlighted on the Organic Chemistry Portal

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191 Hydrochlorofluoromethylation of Unactivated Alkenes with Chlorofluoroacetic Acid

C. F. Meyer, S. M. Hell, J. B. I. Sap, A. Misale, A. Peschiulli, D. Oehlrich, A. A. Trabanco, V. Gouverneur

Invited contribution to the special issue in honour of Professor Steve Davies.

Tetrahedron 2019, 75, 130679–130680. DOI:10.1016/j.tet.2019.130679

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190 Imaging of translocator protein upregulation is selective for pro-inflammatory polarised astrocytes and microglia

M. Pannell, V. Economopoulos, T. C. Wilson, V.  Kersemans, P. G. Isenegger, J. R. Larkin, S. Smart, S. Gilchrist, V. Gouverneur, N. R. Sibson

GLIA 2019, 68, 280–297. DOI:10.1002/glia.23716

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189 In My Element: Fluorine

V. Gouverneur

In My Element series celebrates the personal accounts from Chemistry - A European Journal Editorial Board members for the 2019 International Year
of the Periodic Table.

Chem. Eur. J.  201925, 7958–7959. DOI:10.1002/chem.201902265

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188 Hydrodifluoromethylation of Alkenes with Difluoroacetic Acid

C. F. Meyer, S. M. Hell, A. Misale, A. A. Trabanco, V. Gouverneur

Angew. Chem. Int. Ed. 2019, 58, 8828–8833. DOI:10.1002/anie.201903801

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187 The fluorination of C–H bonds: developments and perspectives

R. Szpera, D. F. J. Moseley, L. B. Smith, A. J. Sterling, V. Gouverneur

Angew. Chem. Int. Ed. 2019, 58, 14824–14848. DOI:10.1002/anie.201814457

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186 Synthesis of 18F-Difluoromethylarenes Using Aryl Boronic Acids, Ethyl bromofluoroacetate and [18F]Fluoride

J. B. I. Sap, T. C. Wilson, C. W. Kee, N. J. W. Straathof, C. W. Amende, P. Mukherjee, L. Zhang, C. Genicot, V. Gouverneur

Chem. Sci. 201910, 3237–3241. DOI: 10.1039/C8SC05096A

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185 Hydrogen Bonding Phase-Transfer Catalysis with Potassium Fluoride: Enantioselective Synthesis of β-Fluoroamines

G. Pupo, A. C. Vicini, D. M. H. Ascough, F. Ibba, K. E. Christensen, A. L. Thompson, J. M. Brown, R. S. Paton, V. Gouverneur

J. Am. Chem. Soc. 2019, 141, 2878–2883. DOI: 10.1021/jacs.8b12568

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184 Synthesis and Reactivity of a-Cumyl Bromodifluoromethanesulfenate: Application to the Radiosynthesis of [18F]ArylSCF3

J. Wu, Q. Zhao, T. C. Wilson, S. Verhoog, L. Lu, V. Gouverneur and Q. Shen

Angew. Chem. Int. Ed. 2019, 58, 1–6. DOI: 10.1002/anie.20181370

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183 Data-mining the diaryl(thio)urea conformational landscape: Understanding the contrasting behavior of ureas and thioureas with quantum chemistry

G. Luchini, D. M. H. Ascough, J. V. Alegre-Requena, V. Gouverneur, R. S. Paton

Special Issue Paper: Computational Chemistry in Organic Synthesis. Guest Editors: Dean Tantillo and John Wood

Tetrahedron 2019, 75, 69–-702. DOI: 10.1016/j.tet.2018.12.033

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182 Enantioselective rhodium-catalysed insertion of trifluorodiazoethanes into tin hydrides

S. Hyde, J. Veliks, D. M. H. Ascough, R. Szpera, R. S. Paton, V. Gouverneur

Special Issue in honour of Prof Leon Ghosez

Tetrahedron 2019, 75, 17–25. DOI: 10.1016/j.tet.2018.11.022

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181 PET Imaging of PARP Expression Using 18F-Olaparib

T. C. Wilson, M. A. Xavier, J. Knight, S. Verhoog, J. B. Torres, M. Mosley, S. L. Hopkins, S. Wallington, P. D. Allen, V. Kersemans, R. Hueting, S. Smart, V. Gouverneur, B. Cornelissen

J. Nucl. Med. 2018, 60, 504–510. DOI: 10.2967/jnumed.118.213223

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180 Boron reagents for divergent radiochemistry

T. C. Wilson, T. Cailly, V. Gouverneur

Chem Soc Rev. 2018, 47, 6990–7005. DOI: 10.1039/c8cs00499d

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179 Asymmetric nucleophilic fluorination under hydrogen bonding phase-transfer catalysis

G. Pupo, F. Ibba, D. M. H. Ascough, A. C. Vicini, P. Ricci, K. E. Christensen, L. Pfeifer, J. R. Morphy, J. M. Brown, R. S. Paton, V. Gouverneur

Science 2018, 360, 638–642. DOI: 10.1126/science.aar7941

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178 Highly Diastereoselective Synthesis of Trifluoromethyl Indolines by Interceptive Benzylic Decarboxylative Cycloaddition of Nonvinyl, Trifluoromethyl Benzoxazinanones with Sulfur Ylides under Palladium Catalysis

N. Punna, P. Das, V. Gouverneur, N. Shibata

Org. Lett. 2018, 20, 1526–1529. DOI: 10.1021/acs.orglett.8b00237

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177 Controlled Single and Double Iodofluorination of Alkynes with DIH- and HF-Based Reagents

L. Pfeifer, V. Gouverneur

Org. Lett. 201820, 1576–1579. DOI: 10.1021/acs.orglett.8b00321

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176 Selective Radical Trifluoromethylation of Native Residues in Proteins

M. Imiołek, G. Karunanithy, W-L. Ng, A. J. Baldwin, V. Gouverneur, B. G. Davis

J. Am. Chem. Soc. 2018, 7, 1568–1571. DOI: 10.1021/jacs.7b10230

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175 18F-Trifluoromethylation of Unmodified Peptides with 5-18F-(Trifluoromethyl)dibenzothiophenium Trifluoromethanesulfonate

S. Verhoog, C. W. Kee, Y. Wang, T. Khotavivattana, T. C. Wilson, V. Kersemans, S. Smart, M. Tredwell, B. G. Davis, V. Gouverneur

J. Am. Chem. Soc. 2018, 7, 1572–1575. DOI: 10.1021/jacs.7b10227

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174 Synthesis, characterization, thermal and surface properties of co- and terpolymers based on fluorinated a-methylstyrenes and styrene

J. Walkowiak-Kulikowska, A. Szwajca, V. Gouverneur, B. Ameduri 

Polym. Chem-Uk 2017, 8, 6558–6569. DOI: 10.1039/C7PY01529A

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173 De-Risking the Cu-Mediated 18F-Fluorination of Heterocyclic PET Radioligands

N. J. Taylor, E. Emer, S. Preshlock, M. Schedler, M. Tredwell, S. Verhoog, J. Mercier, C. Genicot, V. Gouverneur

J. Am. Chem. Soc. 2017, 139, 8267–8276. DOI: 10.1021/jacs.7b03131

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172 Synthesis and Reactivity of 18F-Labeled α,α-Difluoro-α-Aryloxyacetic Acids

T. Khotavivattana, S. Calderwood, S. Verhoog, L. Pfeifer, S. Preshlock, N. Vasdev, T. L. Collier, V. Gouverneur

Org. Lett. 2017, 19, 568–571. DOI: 10.1021/acs.orglett.6b03730

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171 The Dual Role of Thiourea in the Thiotrifluoromethylation of Alkenes

P. Ricci, T. Khotavivattana, L. Pfeifer, M. Médebielle, J. R. Morphy, V. Gouverneur 

Chem. Sci. 2017, 8, 1195–1199. DOI: 10.1039/C6SC02790C

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170 Bridging the gaps in 18F PET tracer development

M. G. Campbell, J. Mercier, C. Genicot, V. Gouverneur, J. M. Hooker, T. Ritter

Nat. Chem. 20179, 1–3. DOI: 10.1038/nchem.2693 

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169 Twisting the Ethano-Tröger’s Base: The Bisamide

R. Pereira, L. Pfeifer, J. Fournier, V. Gouverneur V, J. Cvengroš

Org. Biomol. Chem. 201715, 628–633. DOI: 10.1039/C6OB02359B

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168 Targeting Telomerase with Radiolabeled Inhibitors

P. A. Waghorn, M. R. Jackson, V. Gouverneur, K. A. Vallis

Eur. J. Med. Chem. 2017, 125, 117–129. DOI: 10.1016/j.ejmech.2016.09.028

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