A diversity of recently reported methodology for asymmetric imine reduction

Barrios-Rivera, Jonathan; Xu, Ye; Wills, Martin; Vyas, Vijyesh K.

doi:10.1039/d0qo00794c

Cited by 45 publications

(10 citation statements)

References 108 publications

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“…For instance, transfer hydrogenation with chiral ruthenium catalysts has been utilised for various enantioselective hydrogenations including ketones, aldehydes, and imines. [101][102][103][104][105][106] Chiral ruthenium complexes for asymmetric reduction were pioneered by Noyori et al 107 These chiral ruthenium complexes have been further developed to reduce prochiral unsaturated compounds which were then utilised for the asymmetric hydrogenation of N-heteroarenes. 5,108 Following are the recent reports on the EH of N-heteroaromatic compounds.…”

Section: Ru-catalysed Enantioselective Hydrogenationmentioning

confidence: 99%

Recent developments in enantio- and diastereoselective hydrogenation of N-heteroaromatic compounds

Ramachandran

Goodyear²,

Silvestri³

et al. 2022

Org. Biomol. Chem.

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Section: Ru-catalysed Enantioselective Hydrogenationmentioning

confidence: 99%

Recent developments in enantio- and diastereoselective hydrogenation of N-heteroaromatic compounds

Ramachandran

Goodyear²,

Silvestri³

et al. 2022

Org. Biomol. Chem.

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“…Hence, further developments to explore the novel chiral catalytic systems will certainly provide the access for more effective and convenient approaches for the synthesis of biologically active, optically pure compounds. The enantioselective hydrogenation of prochiral substrates such as olefins and imines emerged as one of the most fundamental transformations in asymmetric catalysis for the generation of chiral centers in the target molecules. − …”

Section: Enantioselective Hydrogenationmentioning

confidence: 99%

Developments in the Catalytic Asymmetric Synthesis of Agrochemicals and Their Synthetic Importance

Sharma¹,

Paniraj²,

Tambe³

2021

J. Agric. Food Chem.

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Catalytic asymmetric synthesis has become an essential tool for the enantioselective synthesis of pharmaceuticals, natural products, and agrochemicals (mainly fungicides, herbicides, insecticides, and pheromones). With continuous growing interest in both modern agricultural chemistry and catalytic asymmetric synthesis chemistry, this review provides a comprehensive overview of some earlier reports as well as the recent successful applications of various catalytic asymmetric syntheses methodologies, such as enantioselective hydroformylation, enantioselective hydrogenation, asymmetric Sharpless epoxidation and dihydroxylation, asymmetric cyclopropanation or isomerization, organocatalyzed asymmetric synthesis, and so forth, which have been used as key steps in the preparation of chiral agrochemicals (on R&D, piloting, and commercial scales). Chiral agrochemicals can also lead the new generation of such chemicals having specific and novel modes of action for achieving sustainable crop protection and production. Some perspectives and challenges for these catalytic asymmetric methodologies in the synthesis of chiral agrochemicals are also briefly discussed in the final section of the manuscript. This review will provide the insight regarding understanding, development, and evaluation of catalytic asymmetric systems for the synthesis of chiral agrochemicals among the agrochemists.

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“…Aromatic amines are an important class of compounds, which are used as intermediates in the synthesis of numerous fine chemicals [1] . There are a wide variety of methods available to obtain amine compounds, including hydrogen‐borrowing, [2] reductive amination, [3] N ‐arylation, [1,4] reduction of imines [3b,5] or nitriles, [6] and the reduction of nitro compounds, [7] etc. Amongst them, the reduction of nitro compounds is perhaps the most widely utilized method in industrial processes.…”

Section: Entry Catalyst Temp [°C] Time [Mins] Conv [%][B] Yield [%][B] 3 a 4 A 5 Amentioning

confidence: 99%

Rhodium‐terpyridine Catalyzed Transfer Hydrogenation of Aromatic Nitro Compounds in Water

Liu

Wang

Tang

et al. 2021

Chemistry An Asian Journal

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A rhodium terpyridine complex catalyzed transfer hydrogenation of nitroarenes to anilines with i‐PrOH as hydrogen source and water as solvent has been developed. The catalytic system can work at a substrate/catalyst (S/C) ratio of 2000, with a turnover frequency (TOF) up to 3360 h−1, which represents one of the most active catalytic transfer hydrogenation systems for nitroarene reduction. The catalytic system is operationally simple and the protocol could be scaled up to 20 gram scale. The water‐soluble catalyst bearing a carboxyl group could be recycled 15 times without significant loss of activity.

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A diversity of recently reported methodology for asymmetric imine reduction

Abstract: This review contains an account of recent developments in catalytic, asymmetric processes reported for the reduction of C=N bonds to amines, in which we have attempted to communicate the remarkable...

Cited by 45 publications

References 108 publications

Recent developments in enantio- and diastereoselective hydrogenation of N-heteroaromatic compounds

Recent developments in enantio- and diastereoselective hydrogenation of N-heteroaromatic compounds

Developments in the Catalytic Asymmetric Synthesis of Agrochemicals and Their Synthetic Importance

Rhodium‐terpyridine Catalyzed Transfer Hydrogenation of Aromatic Nitro Compounds in Water

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