Copper-catalyzed asymmetric hydrogenation of 2-substituted ketones via dynamic kinetic resolution
Autor: | Joshua D. Sieber, Heewon Lee, Yongda Zhang, Sergei Tcyrulnikov, Jean-Nicolas Desrosiers, Joyce C. Leung, Nathan K. Yee, Olga V. Zatolochnaya, Kendricks S. Lao, Sonia Rodriguez, Soumik Biswas, Hari P. R. Mangunuru, Bo Qu, Nelu Grinberg, Daniel Rivalti, Chris H. Senanayake, Xiao-Jun Wang, Guisheng Li, Marisa C. Kozlowski, Nizar Haddad, Jinhua J. Song |
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Rok vydání: | 2018 |
Předmět: | |
Zdroj: | Chemical Science. 9:4505-4510 |
ISSN: | 2041-6539 2041-6520 |
Popis: | A new class of tunable heterophosphole dimeric ligands have been designed and synthesized. These ligands have enabled the first examples of Cu-catalyzed hydrogenation of 2-substituted-1-tetralones and related heteroaryl ketones via dynamic kinetic resolution, simultaneously creating two contiguous stereogenic centers with up to >99 : 1 dr and 98 : 2 er. The ligand-Cu complexes were isolated and characterized by single crystal X-ray, and DFT calculations revealed a novel heteroligated dimeric copper hydride transition state. |
Databáze: | OpenAIRE |
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