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
Rok vydání:	2018
Předmět:	010405 organic chemistry Chemistry Asymmetric hydrogenation General Chemistry 010402 general chemistry 01 natural sciences 0104 chemical sciences Stereocenter Kinetic resolution chemistry.chemical_compound Crystallography Copper catalyzed Copper hydride Single crystal
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
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::3f300707b574c078ea4fb4e1b3d7e04b https://doi.org/10.1039/c8sc00434j Zobrazit plný text záznamu