Development of Immobilized Carreira (Phosphoramidite, Olefin) Ligands and Application in Iridium-Catalyzed Asymmetric Allylic Amination

Development of Immobilized Carreira (Phosphoramidite, Olefin) Ligands and Application in Iridium-Catalyzed Asymmetric Allylic Amination

A family of polystyrene-supported (phosphoramidite, olefin) ligands L1–L4, based on the original design by Defieber and Carreira, has been developed and applied in iridium-catalyzed asymmetric allylic amination of unmasked allylic alcohols (27 examples, up to 99% ee). Among them, functional resins L...

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Veröffentlicht in:Journal of organic chemistry 2023-02, Vol.88 (4), p.2166-2173
Hauptverfasser: Zhou, Leijie, Zanda, Nicola, Chaudhari, Moreshwar, Da Silva, Mariane Felicio, Pericàs, Miquel A.
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container_issue 4
container_start_page 2166
container_title Journal of organic chemistry
container_volume 88
creator Zhou, Leijie
Zanda, Nicola
Chaudhari, Moreshwar
Da Silva, Mariane Felicio
Pericàs, Miquel A.
description A family of polystyrene-supported (phosphoramidite, olefin) ligands L1–L4, based on the original design by Defieber and Carreira, has been developed and applied in iridium-catalyzed asymmetric allylic amination of unmasked allylic alcohols (27 examples, up to 99% ee). Among them, functional resins L1 and L4 exhibit important advantages such as easy preparation, ligand recyclability, and easy handling for sequential use. As a distinctive advantage, the catalytic use of the iridium complexes of L1 and L4 allows the straightforward reuse of a high percentage of the expensive iridium metal involved in the complexes, which is not achievable under homogeneous conditions with the corresponding monomeric complexes.
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title Development of Immobilized Carreira (Phosphoramidite, Olefin) Ligands and Application in Iridium-Catalyzed Asymmetric Allylic Amination
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