• 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

Dipole-LUMO/dipolarophile-HOMO controlled asymmetric cycloadditions of carbonyl ylides catalyzed by chiral Lewis acids.

作者信息

Suga Hiroyuki, Ishimoto Daisuke, Higuchi Satoshi, Ohtsuka Motoo, Arikawa Tadashi, Tsuchida Teruko, Kakehi Akikazu, Baba Toshihide

机构信息

Department of Chemistry and Material Engineering, Faculty of Engineering, Shinshu University, Wakasato, Nagano 380-8553, Japan.

出版信息

Org Lett. 2007 Oct 11;9(21):4359-62. doi: 10.1021/ol701936b. Epub 2007 Sep 20.

DOI:10.1021/ol701936b
PMID:17880234
Abstract

We have found the first successful example of reverse-electron-demand dipole-LUMO/dipolarophile-HOMO controlled cycloaddition reactions between carbonyl ylides, which were generated from o-methoxycarbonyl-alpha-diazoacetophenone and their acyl derivatives as precursors, and vinyl ether derivatives with high levels of asymmetric induction (97-77% ee) using chiral 2,6-(oxazolinyl)pyridine-Eu(III) or binaphthyldiimine-Ni(II) complexes as chiral Lewis acid catalysts.

摘要

相似文献

1
Dipole-LUMO/dipolarophile-HOMO controlled asymmetric cycloadditions of carbonyl ylides catalyzed by chiral Lewis acids.
Org Lett. 2007 Oct 11;9(21):4359-62. doi: 10.1021/ol701936b. Epub 2007 Sep 20.
2
Highly enantioselective and diastereoselective 1,3-dipolar cycloaddition reactions between azomethine imines and 3-acryloyl-2-oxazolidinone catalyzed by binaphthyldiimine-Ni(II) complexes.联萘二亚胺-Ni(II)配合物催化的甲亚胺叶立德与3-丙烯酰基-2-恶唑烷酮之间的高度对映选择性和非对映选择性1,3-偶极环加成反应。
Org Lett. 2007 Jan 4;9(1):97-100. doi: 10.1021/ol062675y.
3
Chiral 2,6-bis(oxazolinyl)pyridine-rare earth metal complexes as catalysts for highly enantioselective 1,3-dipolar cycloaddition reactions of 2-benzopyrylium-4-olates.手性2,6-双（恶唑啉基）吡啶-稀土金属配合物作为2-苯并吡喃-4-醇盐的高度对映选择性1,3-偶极环加成反应的催化剂。
J Org Chem. 2005 Jan 7;70(1):47-56. doi: 10.1021/jo049007f.
4
Asymmetric 1,3-dipolar cycloaddition reactions of nitrile oxides catalyzed by chiral binaphthyldiimine-Ni(II) complexes.手性联萘二亚胺-Ni(II)配合物催化的腈氧化物的不对称1,3-偶极环加成反应
J Org Chem. 2009 Feb 6;74(3):1099-113. doi: 10.1021/jo802392c.
5
Efficient catalytic effects of Lewis acids in the 1,3-dipolar cycloaddition reactions of carbonyl ylides with imines.路易斯酸在羰基叶立德与亚胺的1,3-偶极环加成反应中的高效催化作用。
J Org Chem. 2005 Dec 23;70(26):10782-91. doi: 10.1021/jo051743b.
6
First asymmetric cycloaddition of carbonyl ylides to vinyl sulfoxides and furan-2(5H)-ones.羰基叶立德与乙烯基亚砜和呋喃 -2(5H)-酮的首次不对称环加成反应。
J Org Chem. 2006 Aug 18;71(17):6536-41. doi: 10.1021/jo060990s.
7
Catalytic enantioselective [3 + 2]-cycloadditions of diazoketone-derived aryl-substituted carbonyl ylides.重氮酮衍生的芳基取代羰基叶立德的催化对映选择性[3+2]环加成反应
J Org Chem. 2003 Jan 24;68(2):581-6. doi: 10.1021/jo026307t.
8
Asymmetric cycloaddition reactions of diazoesters with 2-alkenoic acid derivatives catalyzed by binaphthyldiimine-Ni(II) complexes.手性联萘二胺镍(II)配合物催化重氮乙酸酯与 2-烯酸衍生物的不对称环加成反应。
J Org Chem. 2011 Sep 16;76(18):7377-87. doi: 10.1021/jo201061f. Epub 2011 Aug 23.
9
Chiral Lewis Acid-Catalyzed Enantioselective Cycloadditions between Indoles and Cyclic Carbonyl Ylides Derived from Diazodiketone or Diazoketoester Derivatives.手性路易斯酸催化吲哚与由重氮二酮或重氮酮酯衍生物衍生的环状羰基叶立德之间的对映选择性环加成反应。
J Org Chem. 2015 Jul 2;80(13):6687-96. doi: 10.1021/acs.joc.5b00835. Epub 2015 Jun 24.
10
Chiral Lewis acid catalyzed asymmetric cycloadditions of carbonyl ylides generated from diazoimide derivatives and their synthetic applications to indolizidine alkaloids.手性路易斯酸催化的由重氮亚胺衍生物生成的羰基叶立德的不对称环加成反应及其在吲哚里西啶生物碱合成中的应用。
J Org Chem. 2013 Nov 1;78(21):10840-52. doi: 10.1021/jo401837d. Epub 2013 Oct 7.

引用本文的文献

1
Stereoselective synthesis of CF-containing spirocyclic-oxindoles using -2,2,2-trifluoroethylisatin ketimines: an update.使用-2,2,2-三氟乙基异吲哚酮亚胺立体选择性合成含CF的螺环氧化吲哚：最新进展
RSC Adv. 2023 Mar 1;13(11):7063-7075. doi: 10.1039/d3ra00017f.
2
DABCO-promoted highly diastereo- and regioselective construction of C-3 functionalized spirooxindoles [3 + 2] cycloaddition of 2-aryl/heteroarylidene-1-indene-1,3(2)-diones with -2,2,2-trifluoroethylisatin ketimines at ambient conditions.在室温条件下，1,4-二氮杂双环[2.2.2]辛烷（DABCO）促进的2-芳基/杂芳基亚甲基-1-茚-1,3(2)-二酮与-2,2,2-三氟乙基异吲哚酮亚胺的[3 + 2]环加成反应，实现了C-3官能化螺吲哚酮的高度非对映和区域选择性构建。
RSC Adv. 2022 Dec 6;12(54):34941-34945. doi: 10.1039/d2ra07141j.
3
Synthesis, crystal structure and Hirshfeld surface analysis of dimethyl 3-(3-bromo-phen-yl)-6-methyl-7-oxo-3,5,6,7-tetra-hydro-pyrazolo-[1,2-]pyrazole-1,2-di-carboxyl-ate.3-(3-溴苯基)-6-甲基-7-氧代-3,5,6,7-四氢吡唑并[1,2-a]吡唑-1,2-二羧酸二甲酯的合成、晶体结构及 Hirshfeld 表面分析
Acta Crystallogr E Crystallogr Commun. 2022 Jan 7;78(Pt 2):125-129. doi: 10.1107/S2056989021013621. eCollection 2022 Jan 1.
4
Catalytic Asymmetric Formal [3+2] Cycloaddition of Azoalkenes with 3-Vinylindoles: Synthesis of 2,3-Dihydropyrroles.氮杂烯烃与3-乙烯基吲哚的催化不对称形式[3+2]环加成反应：2,3-二氢吡咯的合成
iScience. 2020 Feb 21;23(2):100873. doi: 10.1016/j.isci.2020.100873. Epub 2020 Jan 31.
5
Enantioselective Photocatalytic [3 + 2] Cycloadditions of Aryl Cyclopropyl Ketones.芳基环丙基酮的对映选择性光催化[3 + 2]环加成反应
J Am Chem Soc. 2016 Apr 13;138(14):4722-5. doi: 10.1021/jacs.6b01728. Epub 2016 Mar 29.