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Skrydstrup Group – Professor Product Portal

Professor Troels Skrydstrup

Professor Troels Skrydstrup

The Skrydstrup group has developed reagents and glassware for carrying out transition metal catalyzed carbonylations in a simple and safe manner. Upon treatment with a palladium catalyst, the acid chloride, COgen, liberates carbon monoxide in near quantitative amounts from any aprotic solvent and at a wide temperature range. Its carbon-13 labeled counterpart, 13COgen, provides the 13C-CO under identical conditions. In combination with the two-chamber reactor, COware, the release of CO in one chamber and its direct application in the second chamber provides a convenient method for running stoichiometric carbonylation reactions without the direct handling of CO. To date, this CO-technique has found application in numerous carbonylation purposes including amino-, alkoxy-, thio- and reductive carbonylations. Furthermore, they have developed conditions for running the carbonylative versions of the Suzuki-Miyaura coupling, the Mizoroki-Heck reaction, the α-arylation and even access to α-ketoamides via a double carbonylation, all by employing the COware-COgen combination. Again, the carbon-13 labeled compounds were obtained by the simple substitution of COgen for 13COgen.

Skrydstrup Group website

References

1.
Gøgsig TM, Taaning RH, Lindhardt AT, Skrydstrup T. 2012. Palladium-Catalyzed Carbonylative ?-Arylation for Accessing 1,3-Diketones. Angew. Chem. Int. Ed.. 51(3):798-801. https://doi.org/10.1002/anie.201107494
2.
Gøgsig TM, Nielsen DU, Lindhardt AT, Skrydstrup T. 2012. Palladium Catalyzed Carbonylative Heck Reaction Affording Monoprotected 1,3-Ketoaldehydes. Org. Lett.. 14(10):2536-2539. https://doi.org/10.1021/ol300837d
3.
Hermange P, Lindhardt AT, Taaning RH, Bjerglund K, Lupp D, Skrydstrup T. 2011. Ex SituGeneration of Stoichiometric and Substoichiometric12CO and13CO and Its Efficient Incorporation in Palladium Catalyzed Aminocarbonylations. J. Am. Chem. Soc.. 133(15):6061-6071. https://doi.org/10.1021/ja200818w
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DISCIPLINES

  • Organic Synthetic Chemistry
  • Catalysis

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