Design, Synthesis, and Application of Chiral C2-Symmetric Spiroketal-Containing Ligands in Transition-Metal Catalysis

被引：50

作者：

Arguelles, Alonso J. ^{[1
]}

Sun, Siyuan ^{[1
]}

Budaitis, Brenna G. ^{[1
]}

Nagorny, Pavel ^{[1
]}

机构：

[1] Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2018年 / 57卷 / 19期

基金：

美国国家科学基金会;

关键词：

asymmetric catalysis; iridium; palladium; phosphines; spiroketals; ASYMMETRIC-SYNTHESIS; PHOSPHORUS LIGANDS; HYDROGENATION; ACID; KETONES; 1,1'-SPIROBIINDANE-7,7'-DIOL; DIPHOSPHINE; COMPLEXES; PHOSPHINE; EFFICIENT;

D O I：

10.1002/anie.201713304

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

We present an expedient and economical route to a new spiroketal-based C-2-symmetric chiral scaffold, termed SPIROL. Based on this spirocyclic scaffold, several chiral ligands were generated. These ligands were successfully employed in an array of stereoselective transformations, including in iridium-catalyzed hydroarylations (up to 95% ee), palladium-catalyzed allylic alkylations (up to 97% ee), intermolecular palladium-catalyzed Heck couplings (up to 94% ee), and rhodium-catalyzed dehydroalanine hydrogenation (up to 93% ee).

引用

页码：5325 / 5329

页数：5

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