A Unified Approach to Redox-Neutral C-C Couplings: Exploiting Vinyl Cation Rearrangements

Project Information

VINCAT

Grant agreement ID: 682002

DOI 10.3030/682002

Project closed

EC signature date 14 September 2016

Start date 1 January 2017

End date 30 June 2022

Funded under

• EXCELLENT SCIENCE - European Research Council (ERC)

Total cost € 1 940 025,00

EU contribution € 1 940 025,00

Coordinated by

UNIVERSITAT WIEN
Austria

Publications

Peer reviewed articles (22)

Synthetic approaches to 1,4-dicarbonyl compounds

Author(s): Miran Lemmerer, Manuel Schupp, Daniel Kaiser, Nuno Maulide
Published in: Nature Synthesis, 2022, ISSN 2731-0582
Publisher: Springer Nature
DOI: 10.1038/s44160-022-00179-1

α‐Functionalisation of Ketones Through Metal‐Free Electrophilic Activation

Author(s): Wojciech Zawodny, Christopher J. Teskey, Magdalena Mishevska, M. Völkl, B. Maryasin, L. González, N. Maulide
Published in: Angewandte Chemie International Edition, 2020, ISSN 1433-7851
Publisher: John Wiley & Sons Ltd.
DOI: 10.1002/anie.202006398

Leveraging Electron-Deficient Iminium Intermediates in a General Synthesis of Valuable Amines.

Author(s): Che‐Sheng Hsu; Carlos R. Gonçalves; Veronica Tona; Amandine Pons; Marcel Kaiser; Nuno Maulide
Published in: Crossref, Issue 2, 2021, ISSN 1433-7851
Publisher: John Wiley & Sons Ltd.
DOI: 10.1002/anie.202115435

Direct Stereodivergent Olefination of Carbonyl Compounds with Sulfur Ylides

Author(s): Jérémy Merad, Phillip S. Grant, Tobias Stopka, Juliette Sabbatani, Ricardo Meyrelles, Alexander Preinfalk, Ján Matyasovsky, Boris Maryasin, Leticia González, and Nuno Maulide
Published in: Journal of the American Chemical Society, 2022, ISSN 0002-7863
Publisher: American Chemical Society
DOI: 10.1021/jacs.2c05637

Deployment of Sulfinimines in Charge-Accelerated Sulfonium Rearrangement Enables a Surrogate Asymmetric Mannich Reaction

Author(s): Minghao Feng, Ivan Mosiagin, Daniel Kaiser, Boris Maryasin, Nuno Maulide
Published in: Journal of the American Chemical Society, 2022, ISSN 0002-7863
Publisher: American Chemical Society
DOI: 10.1021/jacs.2c05368

Chemoselective Intermolecular Cross-Enolate-Type Coupling of Amides

Author(s): Daniel Kaiser, Christopher J. Teskey, Pauline Adler, Nuno Maulide
Published in: Journal of the American Chemical Society, Issue 139/45, 2017, Page(s) 16040-16043, ISSN 0002-7863
Publisher: American Chemical Society
DOI: 10.1021/jacs.7b08813

Unusual mechanisms in Claisen rearrangements: an ionic fragmentation leading to a meta -selective rearrangement

Author(s): Boris Maryasin, Dainis Kaldre, Renan Galaverna, Immo Klose, Stefan Ruider, Martina Drescher, Hanspeter Kählig, Leticia González, Marcos N. Eberlin, Igor D. Jurberg, Nuno Maulide
Published in: Chemical Science, Issue 9/17, 2018, Page(s) 4124-4131, ISSN 2041-6520
Publisher: Royal Society of Chemistry
DOI: 10.1039/c7sc04736c

Machine Learning for Organic Synthesis: Are Robots Replacing Chemists?

Author(s): Boris Maryasin, Philipp Marquetand, Nuno Maulide
Published in: Angewandte Chemie International Edition, Issue 57/24, 2018, Page(s) 6978-6980, ISSN 1433-7851
Publisher: John Wiley & Sons Ltd.
DOI: 10.1002/anie.201803562

A Catalytic Cross-Olefination of Diazo Compounds with Sulfoxonium Ylides

Author(s): James D. Neuhaus, Adriano Bauer, Alexandre Pinto, Nuno Maulide
Published in: Angewandte Chemie International Edition, Issue 57/49, 2018, Page(s) 16215-16218, ISSN 1433-7851
Publisher: John Wiley & Sons Ltd.
DOI: 10.1002/anie.201809934

C−H Activation Enables a Concise Total Synthesis of Quinine and Analogues with Enhanced Antimalarial Activity

Author(s): Daniel H. O' Donovan, Paul Aillard, Martin Berger, Aurélien de la Torre, Desislava Petkova, Christian Knittl-Frank, Danny Geerdink, Marcel Kaiser, Nuno Maulide
Published in: Angewandte Chemie International Edition, Issue 57/33, 2018, Page(s) 10737-10741, ISSN 1433-7851
Publisher: John Wiley & Sons Ltd.
DOI: 10.1002/anie.201804551

Mechanistic Pathways in Amide Activation: Flexible Synthesis of Oxazoles and Imidazoles

Author(s): Giovanni Di Mauro, Boris Maryasin, Daniel Kaiser, Saad Shaaban, Leticia González, Nuno Maulide
Published in: Organic Letters, Issue 19/14, 2017, Page(s) 3815-3818, ISSN 1523-7060
Publisher: American Chemical Society
DOI: 10.1021/acs.orglett.7b01678

Hydrative Aminoxylation of Ynamides: One Reaction, Two Mechanisms

Author(s): Alexandre Pinto, Daniel Kaiser, Boris Maryasin, Giovanni Di Mauro, Leticia González, Nuno Maulide
Published in: Chemistry - A European Journal, Issue 24/10, 2018, Page(s) 2515-2519, ISSN 0947-6539
Publisher: John Wiley & Sons Ltd.
DOI: 10.1002/chem.201706063

Stereodivergent synthesis of 1,4-dicarbonyls by traceless charge–accelerated sulfonium rearrangement

Author(s): Dainis Kaldre, Immo Klose, Nuno Maulide
Published in: Science, Issue 361/6403, 2018, Page(s) 664-667, ISSN 0036-8075
Publisher: American Association for the Advancement of Science
DOI: 10.1126/science.aat5883

Chemoselective α,β-Dehydrogenation of Saturated Amides

Author(s): Christopher J. Teskey, Pauline Adler, Carlos R. Gonçalves, Nuno Maulide
Published in: Angewandte Chemie International Edition, Issue 58/2, 2019, Page(s) 447-451, ISSN 1433-7851
Publisher: John Wiley & Sons Ltd.
DOI: 10.1002/anie.201808794

Vinyl Cation Stabilization by Silicon Enables a Formal Metal-Free α-Arylation of Alkyl Ketones

Author(s): Amandine Pons, Jean Michalland, Wojciech Zawodny, Yong Chen, Veronica Tona, Nuno Maulide
Published in: Angewandte Chemie International Edition, Issue 58/48, 2019, Page(s) 17303-17306, ISSN 1433-7851
Publisher: John Wiley & Sons Ltd.
DOI: 10.1002/anie.201909381

Enantioselective Redox-Neutral Coupling of Aldehydes and Alkenes by an Iron-Catalyzed “Catch–Release” Tethering Approach

Author(s): Jing Li, Alexander Preinfalk, Nuno Maulide
Published in: Journal of the American Chemical Society, Issue 141/1, 2018, Page(s) 143-147, ISSN 0002-7863
Publisher: American Chemical Society
DOI: 10.1021/jacs.8b12242

α-Arylation of Carbonyl Compounds through Oxidative C−C Bond Activation

Author(s): Jing Li, Adriano Bauer, Giovanni Di Mauro, Nuno Maulide
Published in: Angewandte Chemie International Edition, Issue 58/29, 2019, Page(s) 9816-9819, ISSN 1433-7851
Publisher: John Wiley & Sons Ltd.
DOI: 10.1002/anie.201904899

Chemoselective Activation of Diethyl Phosphonates: Modular Synthesis of Biologically Relevant Phosphonylated Scaffolds

Author(s): Pauline Adler, Amandine Pons, Jing Li, Jörg Heider, Bogdan R. Brutiu, Nuno Maulide
Published in: Angewandte Chemie International Edition, Issue 57/40, 2018, Page(s) 13330-13334, ISSN 1433-7851
Publisher: John Wiley & Sons Ltd.
DOI: 10.1002/anie.201806343

Unified Approach to the Chemoselective α-Functionalization of Amides with Heteroatom Nucleophiles

Author(s): Carlos R. Gonçalves, Miran Lemmerer, Christopher J. Teskey, Pauline Adler, Daniel Kaiser, Boris Maryasin, Leticia González, Nuno Maulide
Published in: Journal of the American Chemical Society, Issue 141/46, 2019, Page(s) 18437-18443, ISSN 0002-7863
Publisher: American Chemical Society
DOI: 10.1021/jacs.9b06956

Bond-Forming and -Breaking Reactions at Sulfur(IV): Sulfoxides, Sulfonium Salts, Sulfur Ylides, and Sulfinate Salts

Author(s): Daniel Kaiser, Immo Klose, Rik Oost, James Neuhaus, Nuno Maulide
Published in: Chemical Reviews, Issue 119/14, 2019, Page(s) 8701-8780, ISSN 0009-2665
Publisher: American Chemical Society
DOI: 10.1021/acs.chemrev.9b00111

Diastereo- and Enantioselective Access to Stereotriads through a Flexible Coupling of Substituted Aldehydes and Alkenes

Author(s): Jing Li, Alexander Preinfalk, Nuno Maulide
Published in: Angewandte Chemie International Edition, Issue 58/18, 2019, Page(s) 5887-5890, ISSN 1433-7851
Publisher: John Wiley & Sons Ltd.
DOI: 10.1002/anie.201900801

Challenges and Breakthroughs in Selective Amide Activation

Author(s): Minghao Feng, Haoqi Zhang, Nuno Maulide
Published in: Angewandte Chemie International Edition, 2022, ISSN 1433-7851
Publisher: John Wiley & Sons Ltd.
DOI: 10.1002/anie.202212213