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Simplifying Access to Targeted Protein Degraders via Nickel Electrocatalytic Cross-Coupling
Department of Chemistry, Scripps Research, 10550 North Torrey Pines Road, 92037, La Jolla, CA, United States.
KTH, Skolan för kemi, bioteknologi och hälsa (CBH), Kemi, Organisk kemi. Department of Chemistry, Scripps Research, 10550 North Torrey Pines Road, 92037, La Jolla, CA, United States.
Department of Chemistry, Scripps Research, 10550 North Torrey Pines Road, 92037, La Jolla, CA, United States.
Small Molecule Drug Discovery, Bristol Myers Squibb Research & Early Development, Route 206 & Province Line Road, 08543, Princeton, NJ, United States.
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2024 (Engelska)Ingår i: Angewandte Chemie International Edition, ISSN 1433-7851, E-ISSN 1521-3773, Vol. 63, nr 16, artikel-id e202319856Artikel i tidskrift (Refereegranskat) Published
Abstract [en]

C−C linked glutarimide-containing structures with direct utility in the preparation of cereblon-based degraders (PROTACs, CELMoDs) can be assessed in a single step from inexpensive, commercial α-bromoglutarimide through a unique Brønsted-acid assisted Ni-electrocatalytic approach. The reaction tolerates a broad array of functional groups that are historically problematic and can be applied to the simplified synthesis of dozens of known compounds that have only been procured through laborious, wasteful, multi-step sequences. The reaction is scalable in both batch and flow and features a trivial procedure wherein the most time-consuming aspect of reaction setup is weighing out the starting materials.

Ort, förlag, år, upplaga, sidor
Wiley , 2024. Vol. 63, nr 16, artikel-id e202319856
Nyckelord [en]
Cross-Coupling, Electrochemistry, Nickel Catalysis, Proteins, Radicals
Nationell ämneskategori
Organisk kemi Biokatalys och enzymteknik
Identifikatorer
URN: urn:nbn:se:kth:diva-366950DOI: 10.1002/anie.202319856ISI: 001179941400001PubMedID: 38354272Scopus ID: 2-s2.0-85187158789OAI: oai:DiVA.org:kth-366950DiVA, id: diva2:1983505
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QC 20250711

Tillgänglig från: 2025-07-11 Skapad: 2025-07-11 Senast uppdaterad: 2025-07-11Bibliografiskt granskad

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Massaro, Luca

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