• 文献检索
  • 文档翻译
  • 深度研究
  • 学术资讯
  • Suppr Zotero 插件Zotero 插件
  • 邀请有礼
  • 套餐&价格
  • 历史记录
应用&插件
Suppr Zotero 插件Zotero 插件浏览器插件Mac 客户端Windows 客户端微信小程序
定价
高级版会员购买积分包购买API积分包
服务
文献检索文档翻译深度研究API 文档MCP 服务
关于我们
关于 Suppr公司介绍联系我们用户协议隐私条款
关注我们

Suppr 超能文献

核心技术专利:CN118964589B侵权必究
粤ICP备2023148730 号-1Suppr @ 2026

文献检索

告别复杂PubMed语法,用中文像聊天一样搜索,搜遍4000万医学文献。AI智能推荐,让科研检索更轻松。

立即免费搜索

文件翻译

保留排版,准确专业,支持PDF/Word/PPT等文件格式,支持 12+语言互译。

免费翻译文档

深度研究

AI帮你快速写综述,25分钟生成高质量综述,智能提取关键信息,辅助科研写作。

立即免费体验

相似文献

1
Enantioselective β-Protonation by a Cooperative Catalysis Strategy.通过协同催化策略实现对映选择性β-质子化
J Am Chem Soc. 2015 May 13;137(18):5891-4. doi: 10.1021/jacs.5b02887. Epub 2015 May 4.
2
N-Heterocyclic carbene containing element organic frameworks as heterogeneous organocatalysts.含氮杂环卡宾的元素有机框架作为非均相有机催化剂。
Chem Commun (Camb). 2011 Apr 28;47(16):4814-6. doi: 10.1039/c1cc10268k. Epub 2011 Mar 17.
3
NHC organocatalytic formal LUMO activation of α,β-unsaturated esters for reaction with enamides.国家卫生健康委员会通过有机催化实现α,β-不饱和酯的形式最低未占分子轨道(LUMO)活化以与烯酰胺反应。
Angew Chem Int Ed Engl. 2013 Aug 12;52(33):8592-6. doi: 10.1002/anie.201303247. Epub 2013 Jul 10.
4
N-heterocyclic carbene-catalyzed enantioselective Mannich reactions with alpha-aryloxyacetaldehydes.N-杂环卡宾催化的 α-芳氧基乙醛的对映选择性 Mannich 反应。
J Am Chem Soc. 2009 Dec 23;131(50):18028-9. doi: 10.1021/ja9094044.
5
Nucleophilic carbenes as organocatalysts.作为有机催化剂的亲核卡宾
Ernst Schering Found Symp Proc. 2007(2):159-81.
6
N-heterocyclic carbene catalyzed regioselective oxo-acyloxylation of alkenes with aromatic aldehydes: a high yield synthesis of α-acyloxy ketones and esters.N-杂环卡宾催化烯烃与芳香醛的区域选择性氧化羰酯化:α-烷氧基酮和酯的高产率合成。
Org Biomol Chem. 2013 Oct 14;11(38):6477-82. doi: 10.1039/c3ob41551a. Epub 2013 Aug 22.
7
Highly diastereo- and enantioselective additions of homoenolates to nitrones catalyzed by N-heterocyclic carbenes.由氮杂环卡宾催化的高非对映选择性和对映选择性的高烯醇盐与硝酮的加成反应。
J Am Chem Soc. 2008 Feb 27;130(8):2416-7. doi: 10.1021/ja710521m. Epub 2008 Jan 31.
8
N-heterocyclic carbene catalyzed enantioselective α-fluorination of aliphatic aldehydes and α-chloro aldehydes: synthesis of α-fluoro esters, amides, and thioesters.N-杂环卡宾催化的脂肪醛和α-氯醛的对映选择性α-氟化反应:α-氟酯、酰胺和硫酯的合成。
Angew Chem Int Ed Engl. 2015 Jan 7;54(2):660-3. doi: 10.1002/anie.201409961. Epub 2014 Nov 13.
9
Direct β-activation of saturated aldehydes to formal Michael acceptors through oxidative NHC catalysis.通过氧化NHC催化将饱和醛直接β-活化生成形式上的迈克尔受体。
Angew Chem Int Ed Engl. 2013 Aug 12;52(33):8588-91. doi: 10.1002/anie.201302152. Epub 2013 Jun 13.
10
Enantioselective N-heterocyclic carbene catalyzed annulation reactions with imidazolidinones.手性 N-杂环卡宾催化的与咪唑烷酮的环加成反应。
Angew Chem Int Ed Engl. 2013 Dec 16;52(51):13616-20. doi: 10.1002/anie.201307292. Epub 2013 Nov 18.

引用本文的文献

1
Enabling Construction of Boron-Stereogenic Formyl BODIPYs via ‑Heterocyclic Carbene-Catalyzed Enantioselective Esterification.通过杂环卡宾催化的对映选择性酯化反应实现硼手性甲酰基BODIPY的构建
JACS Au. 2025 May 16;5(6):2837-2848. doi: 10.1021/jacsau.5c00425. eCollection 2025 Jun 23.
2
Carbene organic catalytic planar enantioselective macrolactonization.卡宾有机催化平面对映选择性大环内酯化反应。
Nat Commun. 2024 Feb 1;15(1):958. doi: 10.1038/s41467-024-45218-x.
3
NHC-catalyzed enantioselective access to β-cyano carboxylic esters via in situ substrate alternation and release.通过原位底物交替和释放实现NHC催化对映选择性合成β-氰基羧酸酯。
Nat Commun. 2023 Aug 12;14(1):4878. doi: 10.1038/s41467-023-40645-8.
4
Enantioselective S 2 Alkylation of Homoenolates by N-Heterocyclic Carbene Catalysis.通过氮杂环卡宾催化实现高烯醇盐的对映选择性S 2烷基化反应。
Adv Sci (Weinh). 2023 Oct;10(29):e2303517. doi: 10.1002/advs.202303517. Epub 2023 Aug 4.
5
Direct α-Acylation of Alkenes via N-Heterocyclic Carbene, Sulfinate, and Photoredox Cooperative Triple Catalysis.通过 N-杂环卡宾、亚磺酸盐和光氧化还原协同三催化实现烯烃的直接 α-酰化反应。
J Am Chem Soc. 2021 Apr 7;143(13):4903-4909. doi: 10.1021/jacs.1c01022. Epub 2021 Mar 24.
6
New Developments of the Principle of Vinylogy as Applied to π-Extended Enolate-Type Donor Systems.作为应用于π-扩展烯醇型给体体系的 vinylogy 原理的新进展。
Chem Rev. 2020 Mar 11;120(5):2448-2612. doi: 10.1021/acs.chemrev.9b00481. Epub 2020 Feb 10.
7
A Cooperative Ternary Catalysis System for Asymmetric Lactonizations of α-Ketoesters.用于α-酮酯不对称内酯化反应的协同三元催化体系
Adv Synth Catal. 2017 Nov 10;359(21):3713-3719. doi: 10.1002/adsc.201701015. Epub 2017 Aug 14.
8
A Cooperative Hydrogen Bond Donor-Brønsted Acid System for the Enantioselective Synthesis of Tetrahydropyrans.氢键给体-布朗斯特酸协同催化体系用于四氢吡喃的对映选择性合成。
Angew Chem Int Ed Engl. 2018 Dec 21;57(52):17225-17229. doi: 10.1002/anie.201811383. Epub 2018 Nov 27.
9
N-Heterocyclic Carbene and Chiral Brønsted Acid Cooperative Catalysis for a Highly Enantioselective [4+2] Annulation.用于高对映选择性[4+2]环化反应的N-杂环卡宾与手性布朗斯特酸协同催化
Synthesis (Stuttg). 2017 Jan;49(2):293-298. doi: 10.1055/s-0036-1588349. Epub 2016 Nov 18.
10
A reaction mode of carbene-catalysed aryl aldehyde activation and induced phenol OH functionalization.卡宾催化芳基醛活化及诱导酚羟基官能化的反应模式。
Nat Commun. 2017 May 25;8:15598. doi: 10.1038/ncomms15598.

本文引用的文献

1
Cooperative Lewis acid/-heterocyclic carbene catalysis.协同路易斯酸/杂环卡宾催化
Chem Sci. 2012 Jan 1;3(1):53-57. doi: 10.1039/C1SC00621E.
2
N-heterocyclic carbene catalyzed switchable reactions of enals with azoalkenes: formal [4 + 3] and [4 + 1] annulations for the synthesis of 1,2-diazepines and pyrazoles.N-杂环卡宾催化烯醛与偶氮烯烃的可切换反应:用于合成 1,2-二氮杂环庚烷和吡唑的形式[4 + 3]和[4 + 1]环化反应。
J Am Chem Soc. 2014 Dec 17;136(50):17402-5. doi: 10.1021/ja510737n. Epub 2014 Dec 3.
3
An overview of N-heterocyclic carbenes.N-杂环卡宾综述。
Nature. 2014 Jun 26;510(7506):485-96. doi: 10.1038/nature13384.
4
Asymmetric hydrogenation of maleic acid diesters and anhydrides.顺丁烯二酸二酯和酸酐的不对称氢化。
Angew Chem Int Ed Engl. 2014 May 19;53(21):5385-8. doi: 10.1002/anie.201402034. Epub 2014 Apr 7.
5
Asymmetric domino multicatalysis for the synthesis of 3-substituted phthalides: cinchonine/NHC cooperative system.不对称多米诺多相催化合成 3-取代邻苯二甲酸内酯:金鸡纳碱/N-杂环卡宾协同体系。
Org Lett. 2014 Feb 7;16(3):1028-31. doi: 10.1021/ol5000617. Epub 2014 Jan 24.
6
Enantioselective N-heterocyclic carbene catalyzed annulation reactions with imidazolidinones.手性 N-杂环卡宾催化的与咪唑烷酮的环加成反应。
Angew Chem Int Ed Engl. 2013 Dec 16;52(51):13616-20. doi: 10.1002/anie.201307292. Epub 2013 Nov 18.
7
Enantioselective sulfonation of enones with sulfonyl imines by cooperative N-heterocyclic-carbene/thiourea/tertiary-amine multicatalysis.手性亚砜的对映选择性磺化反应。
Angew Chem Int Ed Engl. 2013 Nov 18;52(47):12354-8. doi: 10.1002/anie.201305023. Epub 2013 Oct 2.
8
Asymmetric N-heterocyclic carbene catalyzed addition of enals to nitroalkenes: controlling stereochemistry via the homoenolate reactivity pathway to access δ-lactams.不对称氮杂环卡宾催化烯醛与硝基烯烃的加成:通过偕嗯醇盐反应途径控制立体化学,以获得 δ-内酰胺。
J Am Chem Soc. 2013 Jun 12;135(23):8504-7. doi: 10.1021/ja403847e. Epub 2013 May 28.
9
Rhodium-catalysed asymmetric hydrogenation as a valuable synthetic tool for the preparation of chiral drugs.铑催化的不对称氢化反应作为一种有价值的合成工具,用于制备手性药物。
Chem Soc Rev. 2013 Jan 21;42(2):728-54. doi: 10.1039/c2cs35410a.
10
A continuum of progress: applications of N-hetereocyclic carbene catalysis in total synthesis.连续进展:N-杂环卡宾催化在全合成中的应用。
Angew Chem Int Ed Engl. 2012 Nov 19;51(47):11686-98. doi: 10.1002/anie.201203704. Epub 2012 Oct 16.

通过协同催化策略实现对映选择性β-质子化

Enantioselective β-Protonation by a Cooperative Catalysis Strategy.

作者信息

Wang Michael H, Cohen Daniel T, Schwamb C Benjamin, Mishra Rama K, Scheidt Karl A

机构信息

Department of Chemistry, Center for Molecular Innovation and Drug Discovery, Northwestern University, Silverman Hall, Evanston, Illinois 60208, United States.

出版信息

J Am Chem Soc. 2015 May 13;137(18):5891-4. doi: 10.1021/jacs.5b02887. Epub 2015 May 4.

DOI:10.1021/jacs.5b02887
PMID:25929160
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC4492478/
Abstract

An enantioselective N-heterocyclic carbene (NHC)-catalyzed β-protonation through the orchestration of three distinct organocatalysts has been developed. This cooperative catalyst system enhances both yield and selectivity, compared to only the NHC-catalyzed process. This new method allows for the efficient conversion of a large scope of aryl-oxobutenoates to highly enantioenriched succinate derivatives and demonstrates the benefits of combining different activation modes in organocatalysis.

摘要

通过三种不同有机催化剂的协同作用,开发了一种对映选择性N-杂环卡宾(NHC)催化的β-质子化反应。与仅NHC催化的过程相比,这种协同催化体系提高了产率和选择性。这种新方法能够将多种芳基氧代丁烯酸酯高效转化为高对映体富集的琥珀酸衍生物,并证明了在有机催化中结合不同活化模式的优势。