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Synthesis 2021; 53(02): 193-214
DOI: 10.1055/s-0040-1705939
DOI: 10.1055/s-0040-1705939
review
Recent Developments in Transition-Metal-Catalyzed Asymmetric Hydrogenation of Enamides
We thank the Centre National de la Recherche Scientifique (CNRS) and the Ministère de l’Enseignement Supérieur, de la Recherche et de l’Innovation (MESRI) for financial support. S.P. is grateful to the Fondation de la Maison de la Chimie and ORGAPHARM (AXYNTIS Group) for financial support.
Dedicated to Professor H. B. Kagan on the occasion of his birthday for his outstanding contribution to asymmetric catalysis and organometallic chemistry
Abstract
The catalytic asymmetric hydrogenation of prochiral olefins is one of the most widely studied and utilized transformations in asymmetric synthesis. This straightforward, atom economical, inherently direct and sustainable strategy induces chirality in a broad range of substrates and is widely relevant for both industrial applications and academic research. In addition, the asymmetric hydrogenation of enamides has been widely used for the synthesis of chiral amines and their derivatives. In this review, we summarize the recent work in this field, focusing on the development of new catalytic systems and on the extension of these asymmetric reductions to new classes of enamides.
1 Introduction
2 Asymmetric Hydrogenation of Trisubstituted Enamides
2.1 Ruthenium Catalysts
2.2 Rhodium Catalysts
2.3 Iridium Catalysts
2.4 Nickel Catalysts
2.5 Cobalt Catalysts
3 Asymmetric Hydrogenation of Tetrasubstituted Enamides
3.1 Ruthenium Catalysts
3.2 Rhodium Catalysts
3.3 Nickel Catalysts
4 Asymmetric Hydrogenation of Terminal Enamides
4.1 Rhodium Catalysts
4.2 Cobalt Catalysts
5 Rhodium-Catalyzed Asymmetric Hydrogenation of Miscellaneous Enamides
6 Conclusions
Key words
asymmetric hydrogenation - enamides - enantioselectivity - ruthenium - rhodium - iridium - nickel - cobaltPublikationsverlauf
Eingereicht: 08. Juli 2020
Angenommen nach Revision: 26. August 2020
Artikel online veröffentlicht:
20. Oktober 2020
© 2020. Thieme. All rights reserved
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