Development of Robust Heterogeneous Chiral Rhodium Catalysts Utilizing Acid–Base and Electrostatic Interactions for Efficient Continuous-Flow Asymmetric Hydrogenations

Heterogeneous chiral Rh catalysts based on acid–base and electrostatic interactions have been developed. The robust catalysts demonstrate high activity and selectivity in the continuous-flow asymmetric hydrogenation of a wide variety of enamides and dehydro­amino acids, providing optically active am...

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Bibliographic Details
Published inJournal of the American Chemical Society Vol. 142; no. 39; pp. 16546 - 16551
Main Authors Saito, Yuki, Kobayashi, Shu̅
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 30.09.2020
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Multidisciplinary
Physical Sciences
Science & Technology
PHASE
SELECTIVE HYDROGENATION
NITRO-COMPOUNDS
ENANTIOSELECTIVE HYDROGENATION
CO2
ALUMINOSILICATE
DIPHOSPHINE COMPLEXES
IMMOBILIZATION
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Summary:Heterogeneous chiral Rh catalysts based on acid–base and electrostatic interactions have been developed. The robust catalysts demonstrate high activity and selectivity in the continuous-flow asymmetric hydrogenation of a wide variety of enamides and dehydro­amino acids, providing optically active amides without leaching of metal species. The chiral environments can be easily tuned by changing the chiral ligands, demonstrating the high versatility of the heterogeneous catalysts. By applying these efficient catalysts, continuous synthesis of several active pharmaceutical ingredient intermediates was achieved.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:0002-7863
1520-5126
DOI:10.1021/jacs.0c08109