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

被引：4

作者：

Zhou, Leijie ^{[1
]}

Zanda, Nicola ^{[1
]}

Chaudhari, Moreshwar ^{[1
]}

Da Silva, Mariane Felicio ^{[1
]}

Pericas, Miquel A. . ^{[1
,2
]}

机构：

[1] Barcelona Inst Sci & Technol BIST, Inst Chem Res Catalonia ICIQ, E-43007 Tarragona, Spain

[2] Univ Rovira & Virgili, Dept Quim Fis & Inorgan, Tarragona 43007, Spain

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2023年 / 88卷 / 04期

关键词：

SUBSTITUTION; ALLYLATION; ALKYLATIONS; ALCOHOLS; COMPLEX; AMINES; ACID;

D O I：

10.1021/acs.joc.2c02589

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A family of polystyrene-supported (phosphoramidite, olefin) ligands L1-L 4 , 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.

引用

页码：2166 / 2173

页数：8

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