Catalytic Asymmetric Hydrogenation of [alpha]-CF sub(3)- or [beta]-CF sub(3)-Substituted Acrylic Acids using Rhodium(I) Complexes with a Combination of Chiral and Achiral Ligands

Catalytic Asymmetric Hydrogenation of [alpha]-CF sub(3)- or [beta]-CF sub(3)-Substituted Acrylic Acids using Rhodium(I) Complexes with a Combination of Chiral and Achiral Ligands

Only the mixture works! Acrylic acid derivatives with CF sub(3) substituents in [alpha] or [beta]position were efficiently hydrogenated in the presence of a Rh super(I) complex with a chiral secondary phosphine oxide (SPO; see scheme) and an achiral Ph sub(3)P as ligands. The corresponding propanoic...

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Veröffentlicht in:Angewandte Chemie International Edition 2013-12, Vol.52 (52), p.14191-14195
Hauptverfasser: Dong, Kaiwu, Li, Yang, Wang, Zheng, Ding, Kuiling
Format: Artikel
Sprache:eng
Schlagworte:
Acrylic acid
Asymmetry
Catalysis
Conversion
Derivatives
Hydrogenation
Ligands
Propanoic acid
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Zusammenfassung:Only the mixture works! Acrylic acid derivatives with CF sub(3) substituents in [alpha] or [beta]position were efficiently hydrogenated in the presence of a Rh super(I) complex with a chiral secondary phosphine oxide (SPO; see scheme) and an achiral Ph sub(3)P as ligands. The corresponding propanoic acid derivatives were obtained with generally high conversion (>99%) and high enantioselectivity (92->99%).
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201307903