Reprogramming Conformation by Fluorination: Exploring New Areas of Chemical Space

Project Information

RECON

Grant agreement ID: 818949

DOI 10.3030/818949

Project closed

EC signature date 28 January 2019

Start date 1 February 2019

End date 31 July 2024

Funded under

• EXCELLENT SCIENCE - European Research Council (ERC)

Total cost € 1 999 375,00

EU contribution € 1 999 375,00

Coordinated by

UNIVERSITAET MUENSTER
Germany

Publications

Peer reviewed articles (18)

Expanding organofluorine chemical space: the design of chiral fluorinated isosteres enabled by I( i )/I( iii ) catalysis

Author(s): Stephanie Meyer, Joel Häfliger, Ryan Gilmour
Published in: Chemical Science, Issue 12/32, 2021, Page(s) 10686-10695, ISSN 2041-6520
Publisher: Royal Society of Chemistry
DOI: 10.1039/d1sc02880d

Regioselective fluorination of allenes enabled by I(I)/I(III) catalysis

Author(s): Zi-Xuan Wang, Yameng Xu, Ryan Gilmour
Published in: Nature Communications, Issue 15, 2024, ISSN 2041-1723
Publisher: Nature Publishing Group
DOI: 10.1038/s41467-024-50227-x

Fluorinated carbohydrates for¹⁸F-positron emission tomography (PET)

Author(s): Emma Campbell, Christina Jordan, Ryan Gilmour
Published in: Chemical Society Reviews, Issue 52, 2024, Page(s) 3599-3626, ISSN 0306-0012
Publisher: Royal Society of Chemistry
DOI: 10.1039/d3cs00037k

A Chiral Pentafluorinated Isopropyl Group via Iodine(I)/(III) Catalysis

Author(s): Stephanie Meyer, Joel Häfliger, Michael Schäfer, John J. Molloy, Constantin G. Daniliuc, Ryan Gilmour
Published in: Angewandte Chemie International Edition, Issue 60/12, 2021, Page(s) 6430-6434, ISSN 1433-7851
Publisher: John Wiley & Sons Ltd.
DOI: 10.1002/anie.202015946

Inverting Small Molecule–Protein Recognition by the Fluorine Gauche Effect: Selectivity Regulated by Multiple H→F Bioisosterism

Author(s): Patrick Bentler, Klaus Bergander, Constantin G. Daniliuc, Christian Mück‐Lichtenfeld, Ravindra P. Jumde, Anna K. H. Hirsch, Ryan Gilmour
Published in: Angewandte Chemie International Edition, Issue 58/32, 2019, Page(s) 10990-10994, ISSN 1433-7851
Publisher: John Wiley & Sons Ltd.
DOI: 10.1002/anie.201905452

Regioselective, catalytic 1,1-difluorination of enynes

Author(s): Zi-Xuan Wang, Keith Livingstone, Carla Hümpel, Constantin G. Daniliuc, Christian Mück-Lichtenfeld, Ryan Gilmour
Published in: Nature Chemistry, Issue 15, 2023, Page(s) 1515-1522, ISSN 1755-4330
Publisher: Nature Publishing Group
DOI: 10.1038/s41557-023-01344-5

Skeletal Ring Contractions via I(I)/I(III) Catalysis: Stereoselective Synthesis of <i>cis</i>-α,α-Difluorocyclopropanes

Author(s): Keith Livingstone, Kathrin Siebold, Stephanie Meyer, Víctor Martín-Heras, Constantin G. Daniliuc, Ryan Gilmour
Published in: ACS Catalysis, Issue 12, 2023, Page(s) 14507-14516, ISSN 2155-5435
Publisher: American Chemical Society
DOI: 10.1021/acscatal.2c04511

Integrating I(I)/I(III) catalysis in reaction cascade design enables the synthesis of gem-difluorinated tetralins from cyclobutanols

Author(s): Joel Häfliger, Louise Ruyet, Nico Stübke, Constantin G. Daniliuc, Ryan Gilmour
Published in: Nature Communications, Issue 14, 2023, ISSN 2041-1723
Publisher: Nature Publishing Group
DOI: 10.1038/s41467-023-38957-w

Cyclopropene activation via I(I)/I(III) catalysis: Proof of principle and application in direct tetrafluorination

Author(s): Stephanie Meyer, Lea Göbel, Keith Livingstone, Christoph Roblick, Constantin G. Daniliuc, Ryan Gilmour
Published in: Tetrahedron, Issue 126, 2022, Page(s) 132925, ISSN 0040-4020
Publisher: Pergamon Press Ltd.
DOI: 10.1016/j.tet.2022.132925

Forging Medium Rings via I(I)/I(III)‐Catalyzed Diene Carbofunctionalization

Author(s): You‐Jie Yu, Joel Häfliger, Zi‐Xuan Wang, Constantin G. Daniliuc, Ryan Gilmour
Published in: Angewandte Chemie International Edition, Issue 62, 2023, ISSN 1433-7851
Publisher: John Wiley & Sons Ltd.
DOI: 10.1002/anie.202309789

<i>para</i>-Selective dearomatization of phenols by I(<scp>i</scp>)/I(<scp>iii</scp>) catalysis-based fluorination

Author(s): Timo Stünkel, Kathrin Siebold, Daichi Okumatsu, Kazuki Murata, Louise Ruyet, Constantin G. Daniliuc, Ryan Gilmour
Published in: Chemical Science, Issue 14, 2024, Page(s) 13574-13580, ISSN 2041-6520
Publisher: Royal Society of Chemistry
DOI: 10.1039/d3sc05952a

Probing the Origin of Affinity in the GM1-Cholera Toxin Complex through Site-Selective Editing with Fluorine

Author(s): Christina Jordan, Taiki Hayashi, Arnelle Löbbert, Jingran Fan, Charlotte S. Teschers, Kathrin Siebold, Marialuisa Aufiero, Felix Pape, Emma Campbell, Alexander Axer, Kathrin Bussmann, Klaus Bergander, Jesko Köhnke, Alvar D. Gossert, Ryan Gilmour
Published in: ACS Central Science, Issue 10, 2024, Page(s) 1481-1489, ISSN 2374-7943
Publisher: American Chemical Society
DOI: 10.1021/acscentsci.4c00622

A Fluorinated Sialic Acid Vaccine Lead Against Meningitis B and C

Author(s): Christina Jordan, Kathrin Siebold, Patricia Priegue, Peter H. Seeberger, Ryan Gilmour
Published in: Journal of the American Chemical Society, Issue 146, 2024, Page(s) 15366-15375, ISSN 0002-7863
Publisher: American Chemical Society
DOI: 10.1021/jacs.4c03179

Regio‐ and Enantioselective Intermolecular Aminofluorination of Alkenes via Iodine(I)/Iodine(III) Catalysis**

Author(s): Michael Schäfer, Timo Stünkel, Constantin G. Daniliuc, Ryan Gilmour
Published in: Angewandte Chemie International Edition, Issue 61, 2024, ISSN 1433-7851
Publisher: John Wiley & Sons Ltd.
DOI: 10.1002/anie.202205508

Catalytic, Regioselective 1,4‐Fluorodifunctionalization of Dienes

Author(s): You‐Jie Yu, Michael Schäfer, Constantin G. Daniliuc, Ryan Gilmour
Published in: Angewandte Chemie International Edition, Issue 62, 2023, ISSN 1433-7851
Publisher: John Wiley & Sons Ltd.
DOI: 10.1002/anie.202214906

Stereocontrolled Synthesis of Fluorinated Isochromans via Iodine(I)/Iodine(III) Catalysis

Author(s): Joel Häfliger, Olga O. Sokolova, Madina Lenz, Constantin G. Daniliuc, Ryan Gilmour
Published in: Angewandte Chemie International Edition, Issue 61, 2023, ISSN 1433-7851
Publisher: John Wiley & Sons Ltd.
DOI: 10.1002/anie.202205277

Difluorination of α-(bromomethyl)styrenes via I(I)/I(III) catalysis: facile access to electrophilic linchpins for drug discovery

Author(s): Joel Häfliger, Keith Livingstone, Constantin G. Daniliuc, Ryan Gilmour
Published in: Chemical Science, Issue 12/17, 2021, Page(s) 6148-6152, ISSN 2041-6520
Publisher: Royal Society of Chemistry
DOI: 10.1039/d1sc01132d

Enhancing glycan stability via site-selective fluorination: modulating substrate orientation by molecular design

Author(s): Alexander Axer, Ravindra P. Jumde, Sebastian Adam, Andreas Faust, Michael Schäfers, Manfred Fobker, Jesko Koehnke, Anna K. H. Hirsch, Ryan Gilmour
Published in: Chemical Science, Issue 12/4, 2021, Page(s) 1286-1294, ISSN 2041-6520
Publisher: Royal Society of Chemistry
DOI: 10.1039/d0sc04297h