Asymmetric Hydrogenation of Heteroaromatic Compounds
TLDR
This Account outlines recent advances in asymmetric hydrogenation of heteroaromatic compounds, including indole, quinoline, isoquinoline, furan, and pyridine derivatives, using chiral organometallic catalysts and organocatalysts.Abstract:
Asymmetric hydrogenation of heteroaromatic compounds has emerged as a promising new route to saturated or partially saturated chiral heterocyclic compounds. In this Account, we outline recent advances in asymmetric hydrogenation of heteroaromatic compounds, including indole, quinoline, isoquinoline, furan, and pyridine derivatives, using chiral organometallic catalysts and organocatalysts.read more
Citations
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Complete Field Guide to Asymmetric BINOL-Phosphate Derived Brønsted Acid and Metal Catalysis: History and Classification by Mode of Activation; Brønsted Acidity, Hydrogen Bonding, Ion Pairing, and Metal Phosphates
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Catalytic Asymmetric Dearomatization Reactions
TL;DR: The CADA reactions discussed herein include oxidative dearomatization reactions, dearomAtization by Diels-Alder and related reactions, the alkylative dearom atization of electron-rich arenes, transition-metal-catalyzed dearomatography reactions, cascade sequences involving asymmetric dearmatization as the key step, and nucleophilic dearomATization reactions of pyridinium derivatives.
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Asymmetric hydrogenation of heteroarenes and arenes.
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Advances in the chemistry of tetrahydroquinolines.
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Chiral Amine Synthesis – Recent Developments and Trends for Enamide Reduction, Reductive Amination, and Imine Reduction
TL;DR: The review examines the chiral amine literature from 2000-2009 concerning enantioselective and diastereoselectives methods for N-acylenamide and enamine reduction, reductive amination, and imine reduction.
References
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Book
Asymmetric catalysis in organic synthesis
TL;DR: In this article, the authors present a textbook of practical organic chemistry with Electronic Structure Methods (ESM) for HPLC and HPLC-based problem solving in organic synthesis.
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A highly enantioselective Brønsted acid catalyzed cascade reaction: organocatalytic transfer hydrogenation of quinolines and their application in the synthesis of alkaloids.
TL;DR: The recently developed biomimetic, enantioselective Brønsted acid catalyzed transfer hydrogenation of imines is wondered whether it would be possible to extend to the enantiOSElective processes.
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Highly Enantioselective Iridium-Catalyzed Hydrogenation of Heteroaromatic Compounds, Quinolines
TL;DR: The highly enantioselective hydrogenation of quinoline derivatives is developed using [Ir(COD)Cl]2/(R)-MeO-Biphep/I2 system, and this methodology has been applied to the asymmetric synthesis of three naturally occurring alkaloids angustureine, galipinine, and cuspareine.
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Enantioselective Hydrogenation Using Heterogeneous Modified Catalysts: An Update
TL;DR: The state of the art for enantioselective hydrogenation applying chirally modified heterogeneous catalysts is reviewed in this paper with emphasis on new developments between 1997 and 2002.
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Enantioselective Organocatalytic Hydride Reduction
TL;DR: The first enantioselective organocatalytic hydride reduction has been accomplished and the implementation of geometrically impure enals in this operationally simple protocol.