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Synfacts 2022; 18(05): 0503
DOI: 10.1055/s-0041-1738048
DOI: 10.1055/s-0041-1738048
Metals in Synthesis
An Alternative to Norbornene: Unstrained Alkene Ligands with a Coordination Site for Catellani Reactions
Zheng Y.-X,
Jiao L.
*
Tsinghua University, Beijing, P. R. of China
Hybrid Cycloolefin Ligands for Palladium–Olefin Cooperative Catalysis.
Nat. Synth. 2022;
1: 180-187
DOI: 10.1038/S44160-021-00019-8.
Hybrid Cycloolefin Ligands for Palladium–Olefin Cooperative Catalysis.
Nat. Synth. 2022;
1: 180-187
DOI: 10.1038/S44160-021-00019-8.
Significance
A new ligand design for cooperative palladium–olefin catalysis is disclosed. The combination of an unstrained cycloolefin ligand with a dithiane donor enables palladium-catalyzed Catellani-type reactions with unprecedented reactivity without the need for the norbornene scaffold.
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Comment
Various alkyl iodides were employed as coupling partners, demonstrating the broad functional group tolerance of this method. The reaction can be terminated by a Heck reaction or by cross-coupling with organometallic reagents, resulting in vicinal difunctionalization of the aryl iodide.
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Publication History
Article published online:
20 April 2022
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