Ru-NHC-Catalyzed Asymmetric, Complete Hydrogenation of Indoles and Benzofurans: One Catalyst with Dual Function

The highly enantioselective and complete hydrogenation of protected indoles and benzofurans has been developed, affording facile access to a range of chiral three-dimensional octahydroindoles and octahydrobenzofurans, which are prevalent in many bioactive molecules and organocatalysts. Remarkably, w...

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Bibliographic Details
Published in:Journal of the American Chemical Society 2023-07, Vol.145 (29), p.15695-15701
Main Authors: Zhang, Fuhao, Sasmal, Himadri Sekhar, Daniliuc, Constantin G., Glorius, Frank
Format: Article
Language:English
Subjects:
Communication
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Summary:The highly enantioselective and complete hydrogenation of protected indoles and benzofurans has been developed, affording facile access to a range of chiral three-dimensional octahydroindoles and octahydrobenzofurans, which are prevalent in many bioactive molecules and organocatalysts. Remarkably, we are in control of the nature of the ruthenium N-heterocyclic carbene complex and employed the complex as both homogeneous and heterogeneous catalysts, providing new avenues for its potential applications in the asymmetric hydrogenation of more challenging aromatic compounds.
ISSN:0002-7863
1520-5126
DOI:10.1021/jacs.3c04983