• 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

通过铜催化碳酸乙烯基乙烯酯的脱羧硅基化反应立体选择性合成三取代和四取代烯丙基硅烷

Stereoselective Synthesis of Tri- and Tetrasubstituted Allylsilanes via Copper-Catalyzed Decarboxylative Silylation of Vinylethylene Carbonates.

作者信息

Ren Wenzhu, Yan Yifei, Huang Yinhua

机构信息

College of Materials, Chemistry and Chemical Engineering, Key Laboratory of Organosilicon Chemistry and Material Technology, Ministry of Education, Hangzhou Normal University, Hangzhou 311121, China.

出版信息

J Org Chem. 2023 Dec 15;88(24):16797-16802. doi: 10.1021/acs.joc.3c01297. Epub 2023 Nov 27.

DOI:10.1021/acs.joc.3c01297
PMID:38010740
Abstract

Herein, a stereoselective copper-catalyzed decarboxylative silylation of readily available vinylethylene carbonates (VECs) with PhMeSi-Bpin is reported, affording a wide range of tri- and tetrasubstituted allylsilanes in moderate to high yields with -selectivity. This protocol was characterized by high stereoselectivity, broad substrate scope, operational simplicity, and mild reaction conditions, which were amenable to diverse derivatizations and gram-scale synthesis.

摘要

本文报道了一种立体选择性的铜催化的、用二(频哪醇合)甲基苯基硅烷对易于获得的碳酸乙烯基亚乙酯(VECs)进行脱羧硅基化反应,以中等至高产率和高立体选择性得到一系列三取代和四取代的烯丙基硅烷。该方法具有高立体选择性、底物范围广、操作简便以及反应条件温和的特点,适用于多种衍生化反应和克级规模的合成。

相似文献

1
Stereoselective Synthesis of Tri- and Tetrasubstituted Allylsilanes via Copper-Catalyzed Decarboxylative Silylation of Vinylethylene Carbonates.通过铜催化碳酸乙烯基乙烯酯的脱羧硅基化反应立体选择性合成三取代和四取代烯丙基硅烷
J Org Chem. 2023 Dec 15;88(24):16797-16802. doi: 10.1021/acs.joc.3c01297. Epub 2023 Nov 27.
2
Cu-Catalyzed Synthesis of Tetrasubstituted 2,3-Allenols through Decarboxylative Silylation of Alkyne-Substituted Cyclic Carbonates.通过炔基取代的环状碳酸酯的脱羧硅基化反应,铜催化合成四取代2,3-联烯醇。
Org Lett. 2020 May 15;22(10):3942-3945. doi: 10.1021/acs.orglett.0c01222. Epub 2020 Apr 27.
3
Pd-Catalyzed Decarboxylative Olefination: Stereoselective Synthesis of Polysubstituted Butadienes and Macrocyclic P-glycoprotein Inhibitors.钯催化的脱羧烯基化反应:多取代丁二烯和大环P-糖蛋白抑制剂的立体选择性合成
J Am Chem Soc. 2020 Jun 3;142(22):9982-9992. doi: 10.1021/jacs.0c00078. Epub 2020 May 20.
4
Stereoselective and Versatile Preparation of Tri- and Tetrasubstituted Allylic Amine Scaffolds under Mild Conditions.在温和条件下立体选择性和多功能制备三取代和四取代烯丙基胺支架。
J Am Chem Soc. 2016 Sep 14;138(36):11970-8. doi: 10.1021/jacs.6b07382. Epub 2016 Sep 1.
5
Diversity-Orientated Stereoselective Synthesis through Pd-Catalyzed Switchable Decarboxylative C-N/C-S Bond Formation in Allylic Surrogates.通过 Pd 催化的烯丙基取代物中可切换去羧基化 C-N/C-S 键形成的导向多样性的立体选择性合成。
Chemistry. 2018 Dec 20;24(72):19156-19161. doi: 10.1002/chem.201805295. Epub 2018 Nov 23.
6
Palladium-Catalyzed Regio- and Stereoselective Cross-Coupling of Vinylethylene Carbonates with Ketimine Esters to Generate ()-Tri- and Tetra-substituted Allylic Amino Acid Derivatives.钯催化乙烯基碳酸乙烯酯与亚胺酯的区域和立体选择性交叉偶联反应生成()-三取代和四取代烯丙基氨基酸衍生物。
Org Lett. 2020 Jun 5;22(11):4135-4140. doi: 10.1021/acs.orglett.0c01211. Epub 2020 May 8.
7
Asymmetric Synthesis of Multi-Substituted Tetrahydrofurans via Palladium/Rhodium Synergistic Catalyzed [3+2] Decarboxylative Cycloaddition of Vinylethylene Carbonates.钯/铑协同催化乙烯基碳酸酯的[3+2]脱羧环加成反应不对称合成多取代四氢呋喃
Chemistry. 2021 Sep 6;27(50):12742-12746. doi: 10.1002/chem.202102024. Epub 2021 Jul 22.
8
Tuning Vinylethylene Carbonates into [4 + 2] Cycloaddition via Silylation and Vinylogous Peterson Elimination.通过硅烷化和乙烯型彼得森消除反应将碳酸乙烯基酯转化为[4 + 2]环加成反应
Org Lett. 2020 Jul 2;22(13):5094-5098. doi: 10.1021/acs.orglett.0c01690. Epub 2020 Jun 17.
9
Pd-Catalyzed regio- and stereoselective allylic substitution of vinylethylene carbonates with 1,2,4-triazoles.钯催化的乙烯基碳酸乙烯酯与 1,2,4-三唑的区域和立体选择性烯丙基取代反应。
Org Biomol Chem. 2022 Aug 24;20(33):6532-6536. doi: 10.1039/d2ob01156e.
10
Rhodium-Catalyzed Tandem Asymmetric Allylic Decarboxylative Addition and Cyclization of Vinylethylene Carbonates with -Nosylimines.铑催化碳酸乙烯基亚乙酯与亚硝基苯亚胺的串联不对称烯丙基脱羧加成和环化反应
Molecules. 2024 Feb 26;29(5):1019. doi: 10.3390/molecules29051019.