• 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

手性银催化甘氨酸亚胺酯与亚胺的吖嗪叶立德-亚胺环加成反应中立体和对映选择性的配体控制反转。

Ligand-Controlled Inversion of Diastereo- and Enantioselectivity in Silver-Catalyzed Azomethine Ylide-Imine Cycloaddition of Glycine Aldimino Esters with Imines.

机构信息

Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education , Hangzhou Normal University , Hangzhou 311121 , P. R. China.

Suzhou Research Institute and State Key Laboratory for Oxo Synthesis and Selective Oxidation , Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences , Suzhou , Jiangsu 215123 , P. R. China.

出版信息

Org Lett. 2018 May 4;20(9):2551-2554. doi: 10.1021/acs.orglett.8b00702. Epub 2018 Apr 17.

DOI:10.1021/acs.orglett.8b00702
PMID:29664304
Abstract

A highly diastereo- and enantioselective silver-catalyzed azomethine ylide-imine (AYI) cycloaddition reaction of glycine aldimino esters with imines was developed in which the Xing-Phos-controlled syn-selective or DTBM-Segphos-induced anti-selective AYI cycloaddition reaction could be applied to the synthesis of a variety of stereodivergent 1-alkyl-2,5-substituted imidazolidines with high yields and excellent enantioselectivities (up to 99% ee) as well as good diastereoselectivities (up to 99:1 dr) under mild reaction conditions.

摘要

发展了一种高非对映选择性和对映选择性的银催化亚胺叶立德-亚胺(AYI)环加成反应,用于甘氨酰亚胺酯与亚胺的反应,其中 Xing-Phos 控制的 syn-选择性或 DTBM-Segphos 诱导的 anti-选择性 AYI 环加成反应可应用于各种立体发散的 1-烷基-2,5-取代的咪唑烷的合成,在温和的反应条件下以高产率和优异的对映选择性(高达 99%ee)以及良好的非对映选择性(高达 99:1 dr)得到产物。

相似文献

1
Ligand-Controlled Inversion of Diastereo- and Enantioselectivity in Silver-Catalyzed Azomethine Ylide-Imine Cycloaddition of Glycine Aldimino Esters with Imines.手性银催化甘氨酸亚胺酯与亚胺的吖嗪叶立德-亚胺环加成反应中立体和对映选择性的配体控制反转。
Org Lett. 2018 May 4;20(9):2551-2554. doi: 10.1021/acs.orglett.8b00702. Epub 2018 Apr 17.
2
Diastereo- and Enantioselective Silver-Catalyzed [3+3] Cycloaddition and Kinetic Resolution of Azomethine Imines with Activated Isocyanides.非对映选择性和对映选择性银催化[3+3]环加成反应和活性异氰化物与亚胺的动力学拆分。
Angew Chem Int Ed Engl. 2022 Jun 7;61(23):e202202679. doi: 10.1002/anie.202202679. Epub 2022 Mar 30.
3
Asymmetric Michael Addition of Aldimino Esters with Chalcones Catalyzed by Silver/Xing-Phos: Mechanism-Oriented Divergent Synthesis of Chiral Pyrrolines.银/邢氏膦催化醛亚胺酯与查尔酮的不对称迈克尔加成反应:基于机理的手性吡咯啉发散合成
Chemistry. 2016 Jul 18;22(30):10399-404. doi: 10.1002/chem.201601945. Epub 2016 Jun 16.
4
Ming-Phos/Gold(I)-Catalyzed Diastereo- and Enantioselective Synthesis of Indolyl-Substituted Cyclopenta[ c]furans.明膦/金(I)催化的吲哚取代环戊[c]呋喃的非对映和对映选择性合成。
Org Lett. 2018 Oct 19;20(20):6403-6406. doi: 10.1021/acs.orglett.8b02701. Epub 2018 Oct 1.
5
Metal Complex-Controlled Regio-, Diastero- and Enantioselective 1,3-Dipolar Cycloaddition of Azomethine Ylides with Benzo[b]thiophene Sulfones.金属配合物控制的甲亚胺叶立德与苯并[b]噻吩砜的区域、非对映和对映选择性1,3-偶极环加成反应
Chemistry. 2018 Feb 21;24(11):2580-2583. doi: 10.1002/chem.201706033. Epub 2018 Jan 29.
6
Highly endo-selective and enantioselective 1,3-dipolar cycloaddition of azomethine ylide with alpha-enones catalyzed by a silver(I)/ThioClickFerrophos complex.银(I)/硫代ClickFerrophos 配合物催化亚胺叶立德与α-烯酮的高区域选择性和对映选择性 1,3-偶极环加成反应。
Org Lett. 2010 Apr 16;12(8):1752-5. doi: 10.1021/ol100336q.
7
Catalytic asymmetric chemoselective 1,3-dipolar cycloadditions of an azomethine ylide with isatin-derived imines: diastereo- and enantioselective construction of a spiro[imidazolidine-2,3'-oxindole] framework.甲亚胺叶立德与异吲哚酮衍生的亚胺的催化不对称化学选择性1,3-偶极环加成反应:螺[咪唑烷-2,3'-异吲哚酮]骨架的非对映和对映选择性构建
Chem Commun (Camb). 2016 Jan 31;52(9):1804-7. doi: 10.1039/c5cc07924a.
8
Asymmetric Synthesis of Glutamic Acid Derivatives by Silver-Catalyzed Conjugate Addition-Elimination Reactions.银催化的共轭加成-消除反应在谷氨酸衍生物的不对称合成中的应用。
Org Lett. 2017 Sep 15;19(18):4896-4899. doi: 10.1021/acs.orglett.7b02378. Epub 2017 Aug 28.
9
A phosphine-catalyzed novel asymmetric [3+2] cycloaddition of C,N-Cyclic azomethine imines with δ-substituted allenoates.磷化氢催化的新型C,N-环甲亚胺亚胺与δ-取代的丙二烯酸酯的不对称[3+2]环加成反应。
Chemistry. 2014 Nov 17;20(47):15325-9. doi: 10.1002/chem.201405191. Epub 2014 Oct 15.
10
Asymmetric Synthesis of Bicyclic Pyrazolidinones through Alkaloid-Catalyzed [3+2]-Cycloadditions of Ketenes and Azomethine Imines.通过生物碱催化的偕二酮和亚胺腙的[3+2]环加成反应不对称合成双环吡唑烷酮。
Chemistry. 2022 Apr 12;28(21):e202104391. doi: 10.1002/chem.202104391. Epub 2022 Mar 14.