• 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

催化生成的C1-路易斯碱烯醇盐的对映选择性α-杂官能化反应

Enantioselective α-heterofunctionalization reactions of catalytically generated C1-Lewis base enolates.

作者信息

Piringer Magdalena, Stockhammer Lotte, Vogl Lukas, Weinzierl David, Zebrowski Paul, Waser Mario

机构信息

Institute of Organic Chemistry, Johannes Kepler University Linz, Altenbergerstr. 69, 4040 Linz, Austria.

出版信息

Tetrahedron Chem. 2024 Mar;9:100063. doi: 10.1016/j.tchem.2024.100063.

DOI:10.1016/j.tchem.2024.100063
PMID:38846753
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7616070/
Abstract

Chiral Lewis base (LB) organocatalysis has emerged as a powerful covalent catalysis concept which allows for highly selective asymmetric C-C and C-heteroatom bond formations. Considering significant recent progress in the development of strategies to access α-heterofunctionalized carboxylic acid derivatives under chiral LB catalysis, we wish to summarize the most significant concepts and advances in this field within this mini review now.

摘要

手性路易斯碱（LB）有机催化已成为一种强大的共价催化概念，可实现高度选择性的不对称碳-碳和碳-杂原子键的形成。鉴于在手性LB催化下合成α-杂官能化羧酸衍生物的策略最近取得了重大进展，我们希望在此小型综述中总结该领域最重要的概念和进展。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0e8b/7616070/adbff2c6be84/EMS196541-f014.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0e8b/7616070/ea5f9b3bf7fc/EMS196541-f001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0e8b/7616070/23383d57d042/EMS196541-f002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0e8b/7616070/363a2f3fdb86/EMS196541-f003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0e8b/7616070/1f8937e2a3f8/EMS196541-f004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0e8b/7616070/4119c57adfbd/EMS196541-f005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0e8b/7616070/6d3e4b96f424/EMS196541-f006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0e8b/7616070/350eef46a375/EMS196541-f007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0e8b/7616070/8ea27ab43a1b/EMS196541-f008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0e8b/7616070/051c8186e981/EMS196541-f009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0e8b/7616070/e588f1fdeb0a/EMS196541-f010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0e8b/7616070/2e22b780ffc1/EMS196541-f011.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0e8b/7616070/485d1f62d89e/EMS196541-f012.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0e8b/7616070/9cb3ce349151/EMS196541-f013.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0e8b/7616070/adbff2c6be84/EMS196541-f014.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0e8b/7616070/ea5f9b3bf7fc/EMS196541-f001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0e8b/7616070/23383d57d042/EMS196541-f002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0e8b/7616070/363a2f3fdb86/EMS196541-f003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0e8b/7616070/1f8937e2a3f8/EMS196541-f004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0e8b/7616070/4119c57adfbd/EMS196541-f005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0e8b/7616070/6d3e4b96f424/EMS196541-f006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0e8b/7616070/350eef46a375/EMS196541-f007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0e8b/7616070/8ea27ab43a1b/EMS196541-f008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0e8b/7616070/051c8186e981/EMS196541-f009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0e8b/7616070/e588f1fdeb0a/EMS196541-f010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0e8b/7616070/2e22b780ffc1/EMS196541-f011.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0e8b/7616070/485d1f62d89e/EMS196541-f012.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0e8b/7616070/9cb3ce349151/EMS196541-f013.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0e8b/7616070/adbff2c6be84/EMS196541-f014.jpg

相似文献

1
Enantioselective α-heterofunctionalization reactions of catalytically generated C1-Lewis base enolates.催化生成的C1-路易斯碱烯醇盐的对映选择性α-杂官能化反应
Tetrahedron Chem. 2024 Mar;9:100063. doi: 10.1016/j.tchem.2024.100063.
2
Generation and Reactivity of C(1)-Ammonium Enolates by Using Isothiourea Catalysis.使用异硫脲催化生成 C(1)-氨烯醇盐及其反应活性。
Chemistry. 2021 Jan 21;27(5):1533-1555. doi: 10.1002/chem.202002059. Epub 2020 Nov 10.
3
Asymmetric catalysis by chiral FLPs: A computational mini-review.手性FLP的不对称催化：计算综述。
Chirality. 2024 May;36(5):e23671. doi: 10.1002/chir.23671.
4
Chiral phase-transfer catalysis in the asymmetric α-heterofunctionalization of prochiral nucleophiles.前手性亲核试剂不对称α-杂官能化反应中的手性相转移催化作用
Beilstein J Org Chem. 2017 Aug 22;13:1753-1769. doi: 10.3762/bjoc.13.170. eCollection 2017.
5
Asymmetric Reactions Enabled by Cooperative Enantioselective Amino- and Lewis Acid Catalysis.协同对映选择性氨基和路易斯酸催化实现的不对称反应。
Top Curr Chem (Cham). 2019 Nov 25;378(1):1. doi: 10.1007/s41061-019-0261-4.
6
Progress in Enantioselective Radical Cyclizations.对映选择性自由基环化反应的进展
Chemistry. 2017 May 5;23(26):6225-6236. doi: 10.1002/chem.201603124. Epub 2017 Jan 25.
7
Asymmetric [4+2] Annulation of C1 Ammonium Enolates with Copper-Allenylidenes.C1 氨甲酰叶立德与铜-烯丙基二聚体的不对称 [4+2] 环化反应。
Angew Chem Int Ed Engl. 2017 May 2;56(19):5212-5216. doi: 10.1002/anie.201700105. Epub 2017 Mar 31.
8
Enantioselective Bifunctional Ammonium Salt-Catalyzed Syntheses of 3-CFS-, 3-RS-, and 3-F-Substituted Isoindolinones.对映选择性双功能铵盐催化合成3-CFS-、3-RS-和3-F-取代异吲哚啉酮
Adv Synth Catal. 2021 Mar 29;363(7):1955-1962. doi: 10.1002/adsc.202100029. Epub 2021 Feb 17.
9
Catalytic Asymmetric Disulfuration by a Chiral Bulky Three-Component Lewis Acid-Base.手性大位阻三组分Lewis酸碱催化的不对称二硫化反应
Angew Chem Int Ed Engl. 2021 May 3;60(19):10971-10976. doi: 10.1002/anie.202101569. Epub 2021 Apr 6.
10
Non-covalent organocatalyzed enantioselective cyclization reactions of α,β-unsaturated imines.α,β-不饱和亚胺的非共价有机催化对映选择性环化反应
Beilstein J Org Chem. 2024 Dec 10;20:3221-3255. doi: 10.3762/bjoc.20.268. eCollection 2024.

引用本文的文献

1
Isochalcogenourea-catalyzed asymmetric (4 + 2)-heterocycloadditions of allenoates.异硫属脲催化的烯丙酸酯的不对称(4+2)杂环加成反应。
Chem Lett. 2024 Aug 23;53(9):upae168. doi: 10.1093/chemle/upae168. eCollection 2024 Sep 2.
2
Enantioselective isothiourea-catalysed α-fluorination of C1-ammonium enolates generated from arylesters.对映选择性异硫脲催化由芳基酯生成的C1-铵烯醇盐的α-氟化反应。
J Fluor Chem. 2025 Apr;283-284:110434. doi: 10.1016/j.jfluchem.2025.110434.

本文引用的文献

1
Photochemical Wolff Rearrangement Initiated Generation and Subsequent α-Chlorination of C1 Ammonium Enolates.光化学 Wolff 重排引发的 C1 氨烯醇化物的生成及随后的α-氯代反应。
Org Lett. 2023 May 5;25(17):3126-3130. doi: 10.1021/acs.orglett.3c00986. Epub 2023 Apr 25.
2
Enantioselective Construction of Tertiary α-Alkyl Fluoride via BTM-Catalyzed Fluorination of α-Alkynyl-Substituted Acetic Acids.手性双功能催化剂介导的α-炔基取代乙酸的氟代反应构建三级手性α-烷基氟化物。
J Org Chem. 2022 Jan 7;87(1):713-720. doi: 10.1021/acs.joc.1c02710. Epub 2021 Dec 20.
3
Enantioselective α-Chlorination Reactions of in Situ Generated C1 Ammonium Enolates under Base-Free Conditions.
无碱条件下原位生成的C1铵烯醇盐的对映选择性α-氯化反应
Org Lett. 2021 Aug 6;23(15):6143-6147. doi: 10.1021/acs.orglett.1c02256. Epub 2021 Jul 28.
4
[2.2]Paracyclophane-Based Isothiourea-Catalyzed Highly Enantioselective α-Fluorination of Carboxylic Acids.[2.2]基于对环芳烷的异硫脲催化的羧酸高度对映选择性α-氟化反应
Org Lett. 2021 Jun 4;23(11):4142-4146. doi: 10.1021/acs.orglett.1c01046. Epub 2021 May 14.
5
α,β-Unsaturated acyl ammonium species as reactive intermediates in organocatalysis: an update.α,β-不饱和酰基铵物种作为有机催化中的反应中间体：最新进展。
Org Biomol Chem. 2021 Mar 21;19(11):2366-2384. doi: 10.1039/d0ob02208j. Epub 2021 Mar 2.
6
Generation and Reactivity of C(1)-Ammonium Enolates by Using Isothiourea Catalysis.使用异硫脲催化生成 C(1)-氨烯醇盐及其反应活性。
Chemistry. 2021 Jan 21;27(5):1533-1555. doi: 10.1002/chem.202002059. Epub 2020 Nov 10.
7
Tertiary Amine Lewis Base Catalysis in Combination with Transition Metal Catalysis.三级胺路易斯碱催化与过渡金属催化的组合。
Top Curr Chem (Cham). 2020 Jan 16;378(1):16. doi: 10.1007/s41061-020-0279-7.
8
Recent Progress in Asymmetric Relay Catalysis of Metal Complex with Chiral Phosphoric Acid.手性磷酸金属配合物不对称接力催化研究进展
Top Curr Chem (Cham). 2019 Dec 27;378(1):9. doi: 10.1007/s41061-019-0263-2.
9
Organocatalytic Enantioselective Synthesis of α-Fluoro-β-amino Acid Derivatives.有机催化对映选择性合成α-氟-β-氨基酸衍生物
Org Lett. 2018 Dec 7;20(23):7550-7553. doi: 10.1021/acs.orglett.8b03297. Epub 2018 Nov 27.
10
Recent Advances in the Catalytic Asymmetric Reactions of Oxaziridines.近期在手性氮氧杂环丙烷催化不对称反应的研究进展
Molecules. 2018 Oct 16;23(10):2656. doi: 10.3390/molecules23102656.