4.6 Review

Coinage Metal-Catalyzed Asymmetric Reactions of ortho-Alkynylaryl and Heteroaryl Aldehydes and Ketones

Journal

MOLECULES
Volume 27, Issue 20, Pages -

Publisher

MDPI
DOI: 10.3390/molecules27206970

Keywords

asymmetric catalysis; coinage metals; copper; gold; isochromenes; silver

Funding

  1. Universite Cote d'Azur through the UCAJEDI Investments in the Future project [ANR-15-IDEX-01]

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Coinage metals have shown great catalytic activity in organic transformation processes, making them the preferred choice for researchers. This review focuses on the recent development of coinage metal-catalyzed domino reactions using ortho-alkynylaryl and heteroaryl aldehydes and ketones, leading to functionalized heterocycles. The use of gold and silver chiral complexes as catalysts, as well as the preparation methods for chromenes and indoles, are discussed. The review also highlights the applications of copper and ruthenium in cyclization and asymmetric hydrogenation processes.
Coinage metals have become the metal of choice due to their excellent catalytic activity in organic transformation processes. Combining various chiral ligands and coinage metals became a productive area of research and access to heterocyclic derivatives according to an efficient and sustainable manner. This review was devoted to the various recently developed coinage metal-catalyzed domino processes of ortho-alkynylaryl and heteroaryl aldehydes and ketones leading to functionalized heterocycles. Various gold chiral complexes were presented, and methods of preparations of chromenes along with indoles were covered. Ag-chiral complexes are also prone to interesting activities such as cyclization followed by reduction and functionalization with enolizable ketones or (diazomethyl)phosphonate. Asymmetric Cu-catalyzed domino cyclization and asymmetric transfer hydrogenation reactions efficiently led to functionalized chromenes. Some remarkable examples involving copper associated with ruthenium in the context of a cyclization and asymmetric hydrogenation process were also presented.

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