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de Vries, J. G.: 2018 Science of Synthesis, 2017/6: Catalytic Reduction in Organic Synthesis 2 DOI: 10.1055/sos-SD-227-00164
Catalytic Reduction in Organic Synthesis 2

2.6 Reduction of Imines and Reductive Amination of Aldehydes and Ketones

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Editor: de Vries, J. G.

Authors: Ayad, T. ; Bagal, D.; Besson, M.; Bhanage, B. ; Ciszek, B.; Claver, C.; Cole-Hamilton, D.; Fleischer, I. ; Hinze, S.; Ikariya, T.; Junge, K.; Kalck, P.; Kamer, P.; Kayaki, Y. ; Llopis, Q.; Matsunami, A.; Monguchi, Y.; Peñafiel, I.; Phansavath, P.; Pinel, C.; Puylaert, P.; Ratovelomanana-Vidal, V. ; Sajiki, H.; Savini, A.; Shi, Y.; Steinfeldt, N.; Urrutigoity, M.

Title: Catalytic Reduction in Organic Synthesis 2

Print ISBN: 9783132406261; Online ISBN: 9783132406308; Book DOI: 10.1055/b-005-145235

1st edition © 2018. Thieme. All rights reserved.
Georg Thieme Verlag KG, Stuttgart

Subjects: Organic Chemistry;Chemical Reactions, Catalysis;Organometallic Chemistry;Laboratory Techniques, Stoichiometry

Science of Synthesis Reference Libraries



Parent publication

Title: Science of Synthesis

DOI: 10.1055/b-00000101

Series Editors: Fürstner, A. (Editor-in-Chief); Carreira, E. M.; Faul, M.; Koch, G.; Molander, G. A.; Shibasaki, M.; Thomas, E. J.; Trost, B. M.

Type: Multivolume Edition

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Abstract

Amines are powerful building blocks in the chemical industry due to their high reactivity. They also find various applications in fine chemistry. In the context of sustainable chemistry, the hydrogenation of imines and reductive amination of aldehydes and ketones represent efficient tools to give direct access to amines. For the asymmetric hydrogenation of imines, many catalyst precursors containing a transition metal and chiral phosphorus- or nitrogen-based ligands give rise to high yields and enantioselectivities. The one-pot reductive amination reaction involves the condensation of carbonyl and amine groups, followed by the hydrogenation of the resulting imine or enamine, performed by either heterogeneous or homogeneous catalysis. Molecular hydrogen or organic donors providing hydrogen by transfer can be used in both reactions. The more economical and environmentally friendly catalysts based on iron or copper offer attractive options in these two synthetic pathways.

Key words

imines - amines - carbonyl compounds - reduction - reductive amination - hydrogenation - transfer hydrogenation - metal catalysis - asymmetric hydrogenation - homogeneous catalysis - heterogeneous catalysis - enantioselectivity
 
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