Enantioselective C-H Oxidation Guided by Rational Catalyst Design

Project Information

ECHO-GRACADE

Grant agreement ID: 883922

DOI

10.3030/883922

EC signature date 4 May 2020

Start date 1 January 2021

End date 31 December 2026

Funded under

• EXCELLENT SCIENCE - European Research Council (ERC)

Total cost

€ 2 499 387,50

EU contribution

€ 2 499 387,50

Coordinated by

UNIVERSITAT DE GIRONA
Spain

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Publications

Peer reviewed articles (14)

<i>tert</i>‐Butyl as a Functional Group: Non‐Directed Catalytic Hydroxylation of Sterically Congested Primary C−H Bonds

Author(s): Siu‐Chung Chan, Andrea Palone, Massimo Bietti, Miquel Costas
Published in: Angewandte Chemie, Issue 136, 2025, ISSN 0044-8249
Publisher: Wiley
DOI: 10.1002/ange.202402858

Shaping of a Reactive Manganese Catalyst Enables Access to Polyfunctionalized Cyclohexanes via Enantioselective C(<i>sp³</i>)─H Bond Oxidation of 1,3‐<i>meso</i> Diethers

Author(s): Andrea Palone, Arnau Call, Aleria Garcia‐Roca, Josep M. Luis, Matthew S. Sigman, Massimo Bietti, Cristina Nevado, Miquel Costas
Published in: Angewandte Chemie International Edition, Issue 64, 2025, ISSN 1433-7851
Publisher: John Wiley & Sons Ltd.
DOI: 10.1002/anie.202507755

C–H Bonds as Functional Groups: Simultaneous Generation of Multiple Stereocenters by Enantioselective Hydroxylation at Unactivated Tertiary C–H Bonds

Author(s): Andrea Palone; Guillem Casadevall; Sergi Ruiz-Barragan; Arnau Call; Sílvia Osuna; Massimo Bietti; and Miquel Costas
Published in: Journal of the American Chemical Society, Issue 145, 29, 2023, Page(s) 15742–15753, ISSN 1520-5126
Publisher: American Chemical Society
DOI: 10.1021/jacs.2c10148

Proximity Effects on the Reactivity of a Nonheme Iron (IV) Oxo Complex in C−H Oxidation

Author(s): Alessandro Fagnano, Federico Frateloreto, Roberta Paoloni, Carla Sappino, Osvaldo Lanzalunga, Miquel Costas, Stefano Di Stefano, Giorgio Olivo
Published in: Angewandte Chemie International Edition, Issue 63, 2025, ISSN 1433-7851
Publisher: John Wiley & Sons Ltd.
DOI: 10.1002/anie.202401694

Dearomative <i>syn</i>-Dihydroxylation of Naphthalenes with a Biomimetic Iron Catalyst

Author(s): Najoua Choukairi Afailal, Margarida Borrell, Marco Cianfanelli, Miquel Costas
Published in: Journal of the American Chemical Society, Issue 146, 2024, Page(s) 240-249, ISSN 0002-7863
Publisher: American Chemical Society
DOI: 10.1021/jacs.3c08565

Intramolecular C–H Oxidation in Iron(V)-oxo-carboxylato Species Relevant in the γ-Lactonization of Alkyl Carboxylic Acids

Author(s): Andrea Álvarez-Núñez, Rudraditya Sarkar, Valeria Dantignana, Jin Xiong, Yisong Guo, Josep M. Luis, Miquel Costas, Anna Company
Published in: ACS Catalysis, Issue 14, 2024, Page(s) 14183-14194, ISSN 2155-5435
Publisher: American Chemical Society
DOI: 10.1021/acscatal.4c01258

Highly Enantioselective Catalytic Lactonization at Nonactivated Primary and Secondary γ-C–H Bonds

Author(s): Arnau Call, Giorgio Capocasa, Andrea Palone, Laia Vicens, Eric Aparicio, Najoua Choukairi Afailal, Nikos Siakavaras, Maria Eugènia López Saló, Massimo Bietti, and Miquel Costas
Published in: Journal of the American Chemical Society, Issue just accepted, 2023, Page(s) just accepted, ISSN 0002-7863
Publisher: American Chemical Society
DOI: 10.1021/jacs.3c06231

Understanding Catalytic Enantioselective C–H Bond Oxidation at Nonactivated Methylenes Through Predictive Statistical Modeling Analysis

Author(s): Arnau Call, Andrea Palone, Jordan P. Liles, Natalie P. Romer, Jacquelyne A. Read, Josep M. Luis, Matthew S. Sigman, Massimo Bietti, Miquel Costas
Published in: ACS Catalysis, Issue 15, 2025, Page(s) 2110-2123, ISSN 2155-5435
Publisher: American Chemical Society
DOI: 10.1021/acscatal.4c05659

Catalyst and Medium Control over Rebound Pathways in Manganese-Catalyzed Methylenic C-H Bond Oxidation

Author(s): Marco Galeotti, Massimo Bietti, Miquel Costas
Published in: Journal of the American Chemical Society, Issue 146, 13, 2023, Page(s) 8904–8914, ISSN 0002-7863
Publisher: American Chemical Society
DOI: 10.26434/chemrxiv-2023-q12t1

Carboxylic Acid Directed γ-Lactonization of Unactivated Primary C-H Bonds Catalyzed by Mn Complexes: Application to Stereoselective Natural Product Diversification.

Author(s): Arnau Call; Marco Cianfanelli; Pau Besalú-Sala; Giorgio Olivo; Andrea Palone; Laia Vicens; Xavi Ribas; Josep M. Luis; Massimo Bietti; Miquel Costas
Published in: Journal of the American Chemical Society, Issue 144, 42, 2022, Page(s) 19542–19558, ISSN 0002-7863
Publisher: American Chemical Society
DOI: 10.1021/jacs.2c08620

Proton-triggered chemoselective halogenation of aliphatic C–H bonds with nonheme FeIV-oxo complexes

Author(s): Neus Pagès-Vilà, Ilaria Gamba, Martin Clémancey, Jean-Marc Latour, Anna Company, Miquel Costas
Published in: Journal of Inorganic Biochemistry, Issue 259, 2024, Page(s) 112643, ISSN 0162-0134
Publisher: Elsevier BV
DOI: 10.1016/j.jinorgbio.2024.112643

Manganese‐Catalyzed Enantioselective Dearomative Epoxidation of Naphthalenes with Aqueous Hydrogen Peroxide

Author(s): Najoua Choukairi Afailal, Siu‐Chung Chan, Miquel Costas
Published in: Angewandte Chemie, Issue 137, 2025, ISSN 0044-8249
Publisher: Wiley
DOI: 10.1002/ange.202504356

Highly Selective C(sp³)–H Bond Oxygenation at Remote Methylenic Sites Enabled by Polarity Enhancement

Author(s): Sergio Sisti, Marco Galeotti, Filippo Scarchilli, Michela Salamone, Miquel Costas, Massimo Bietti
Published in: Journal of the American Chemical Society, Issue 145, 2023, Page(s) 22086-22096, ISSN 0002-7863
Publisher: American Chemical Society
DOI: 10.1021/jacs.3c07658

Catalytic Dioxygen Activation Using a Diketopiperazine and a Manganese Catalyst for Selective C(sp³)–H Oxidation

Author(s): Kyriaki Gennaiou, Arnau Call, Nikos Siakavaras, Miquel Costas, Alexandros L. Zografos
Published in: JACS Au, Issue ASAP, 2025, ISSN 2691-3704
Publisher: American Chemical Society (ACS)
DOI: 10.1021/jacsau.5c00759