Stereoelectronic Effects in Ligand Design: Enantioselective Rhodium‐Catalyzed Hydrogenation of Aliphatic Cyclic Tetrasubstituted Enamides and Concise Synthesis of (R)‐Tofacitinib

We herein report the development of a conformationally defined, electron‐rich, C2‐symmetric, P‐chiral bisphosphorus ligand, ArcPhos, by taking advantage of stereoelectronic effects in ligand design. With the Rh‐ArcPhos catalyst, excellent enantioselectivities and unprecedentedly high turnovers (TON...

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Bibliographic Details
Published in:Angewandte Chemie International Edition 2019-09, Vol.58 (38), p.13573-13583
Main Authors: Li, Chengxi, Wan, Feng, Chen, Yuan, Peng, Henian, Tang, Wenjun, Yu, Shu, McWilliams, J. Christopher, Mustakis, Jason, Samp, Lacey, Maguire, Robert J.
Format: Article
Language:English
Subjects:
Aliphatic compounds
asymmetric hydrogenation
Catalysts
enamides
Enantiomers
Enzyme inhibitors
Hydrogenation
Janus kinase
Kinases
Ligands
P ligands
Rhodium
stereoelectronic effects
tofacitinib
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