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光催化和电化学促进的不对称氧化 Mannich 反应。

Asymmetric oxidative Mannich reactions promoted by photocatalysis and electrochemistry.

机构信息

Key Laboratory of Applied Chemistry of Chongqing Municipality, School of Chemistry and Chemical Engineering, Southwest University, Chongqing 400715, China.

出版信息

Org Biomol Chem. 2022 Mar 30;20(13):2544-2561. doi: 10.1039/d2ob00054g.

DOI:10.1039/d2ob00054g
PMID:35266948
Abstract

The asymmetric Mannich reaction is an essential method in contemporary organic chemistry. As a representative of clean and green synthesis methods, photochemical and electrochemical oxidation strategies have re-emerged in recent years, providing new ideas for asymmetric Mannich reactions. Numerous chiral -amino carbonyl compounds have been accessed in satisfactory yields with excellent enantioselectivity such novel asymmetric oxidative Mannich reactions. This minireview highlights plentiful advances in asymmetric oxidative Mannich reactions that rely on photoredox or anodic-oxidation and covers the literature from 2014 to date. Furthermore, the future development of this field is envisaged.

摘要

不对称 Mannich 反应是当代有机化学中的一种重要方法。作为清洁绿色合成方法的代表,光化学和电化学氧化策略近年来重新出现,为不对称 Mannich 反应提供了新的思路。许多手性 - 氨基羰基化合物已经以令人满意的收率和优异的对映选择性得到,例如新颖的不对称氧化 Mannich 反应。这篇综述重点介绍了依赖于光氧化还原或阳极氧化的不对称氧化 Mannich 反应的大量进展,并涵盖了自 2014 年以来的文献。此外,还展望了该领域的未来发展。

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1
Asymmetric oxidative Mannich reactions promoted by photocatalysis and electrochemistry.光催化和电化学促进的不对称氧化 Mannich 反应。
Org Biomol Chem. 2022 Mar 30;20(13):2544-2561. doi: 10.1039/d2ob00054g.
2
Merging Visible Light Photocatalysis and l-/d-Proline Catalysis: Direct Asymmetric Oxidative Dearomatization of 2-Arylindoles To Access C2-Quaternary Indolin-3-ones.可见光光催化与 l-/d-脯氨酸催化的协同作用:通过不对称氧化去芳构化 2-芳基吲哚来构建 C2-季碳手性吲哚啉-3-酮
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anti-selective direct asymmetric Mannich reactions catalyzed by axially chiral amino sulfonamide as an organocatalyst.轴手性氨基磺酰胺作为有机催化剂催化的反选择性直接不对称曼尼希反应。
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Electricity-driven asymmetric bromocyclization enabled by chiral phosphate anion phase-transfer catalysis.手性磷酸阴离子相转移催化驱动的电诱导不对称溴环化反应。
Nat Commun. 2023 Jan 23;14(1):357. doi: 10.1038/s41467-023-36000-6.