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对映选择性光催化的最新进展。

Recent developments in enantioselective photocatalysis.

作者信息

Prentice Callum, Morrisson James, Smith Andrew D, Zysman-Colman Eli

机构信息

Organic Semiconductor Centre, EaStCHEM, School of Chemistry, University of St Andrews, North Haugh, Fife, Scotland, KY16 9ST, United Kingdom.

Pharmaceutical Sciences, IMED Biotech Unit, AstraZeneca, Macclesfield SK102NA, United Kingdom.

出版信息

Beilstein J Org Chem. 2020 Sep 29;16:2363-2441. doi: 10.3762/bjoc.16.197. eCollection 2020.

DOI:10.3762/bjoc.16.197
PMID:33082877
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7537410/
Abstract

Enantioselective photocatalysis has rapidly grown into a powerful tool for synthetic chemists. This review describes the various strategies for creating enantioenriched products through merging enantioselective catalysis and photocatalysis, with a focus on the most recent developments and a particular interest in the proposed mechanisms for each. With the aim of understanding the scope of each strategy, to help guide and inspire further innovation in this field.

摘要

对映选择性光催化已迅速发展成为合成化学家的一项强大工具。本综述描述了通过将对映选择性催化与光催化相结合来制备对映体富集产物的各种策略，重点关注最新进展以及对每种策略所提出机制的特别兴趣。目的是了解每种策略的适用范围，以帮助指导和激发该领域的进一步创新。

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9
Light-driven redox deracemization of indolines and tetrahydroquinolines using a photocatalyst coupled with chiral phosphoric acid.使用光催化剂与手性磷酸联用实现吲哚啉和四氢喹啉的光驱动氧化还原去消旋化反应
Chem Sci. 2023 Jan 10;14(7):1715-1723. doi: 10.1039/d2sc06340a. eCollection 2023 Feb 15.
10
Photocatalytic enantioselective Minisci reaction of β-carbolines and application to natural product synthesis.β-咔啉的光催化对映选择性Minisci反应及其在天然产物合成中的应用
Chem Sci. 2022 Nov 24;14(2):251-256. doi: 10.1039/d2sc05313f. eCollection 2023 Jan 4.
甘氨酸衍生物与酮和醛的对映选择性有氧氧化交叉脱氢偶联：协同光氧化还原催化和有机催化
Chem Sci. 2020 Apr 18;11(18):4741-4746. doi: 10.1039/d0sc00683a.
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Catalytic Enantioselective Radical Transformations Enabled by Visible Light.可见光促进的手性自由基转化反应。
Chem Asian J. 2020 Jul 16;15(14):2129-2152. doi: 10.1002/asia.202000525. Epub 2020 Jun 17.
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Photochemical Deracemization of Allenes and Subsequent Chirality Transfer.光化学外消旋化的烯丙基和随后的手性转移。
Angew Chem Int Ed Engl. 2020 Jul 27;59(31):12785-12788. doi: 10.1002/anie.202004797. Epub 2020 Jun 2.
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Visible-Light-Mediated Enantioselective Photoreactions of 3-Alkylquinolones with 4--Tethered Alkenes and Allenes.3-烷基喹诺酮与4-连接烯烃和丙二烯的可见光介导对映选择性光反应
Org Lett. 2020 May 1;22(9):3618-3622. doi: 10.1021/acs.orglett.0c01065. Epub 2020 Apr 22.
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On the Nature of C(sp)-C(sp) Bond Formation in Nickel-Catalyzed Tertiary Radical Cross-Couplings: A Case Study of Ni/Photoredox Catalytic Cross-Coupling of Alkyl Radicals and Aryl Halides.镍催化的三级自由基交叉偶联中 C(sp)-C(sp) 键形成的本质：Ni/光氧化还原催化烷基自由基与芳基卤化物交叉偶联的案例研究。
J Am Chem Soc. 2020 Apr 15;142(15):7225-7234. doi: 10.1021/jacs.0c02355. Epub 2020 Apr 1.
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Enantioselective Hydroamination of Alkenes with Sulfonamides Enabled by Proton-Coupled Electron Transfer.通过质子耦合电子转移实现磺酰胺对烯烃的对映选择性氢胺化反应。
J Am Chem Soc. 2020 Apr 1;142(13):5974-5979. doi: 10.1021/jacs.0c01332. Epub 2020 Mar 20.
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Photoenzymatic Hydrogenation of Heteroaromatic Olefins Using 'Ene'-Reductases with Photoredox Catalysts.用光还原酶和光氧化还原催化剂对杂芳香族烯烃的光酶加氢。
Angew Chem Int Ed Engl. 2020 Jun 22;59(26):10484-10488. doi: 10.1002/anie.202003125. Epub 2020 Apr 15.
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Triplet Energy Transfer from Ruthenium Complexes to Chiral Eniminium Ions: Enantioselective Synthesis of Cyclobutanecarbaldehydes by [2+2] Photocycloaddition.三键能量转移：从钌配合物到手性烯胺离子：[2+2]光环加成反应对环丁烷甲醛的对映选择性合成。
Angew Chem Int Ed Engl. 2020 Jun 8;59(24):9659-9668. doi: 10.1002/anie.202001634. Epub 2020 Apr 1.