• 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

手性季碳中心的构建通过相转移条件下 2-芳基环己酮的催化不对称烷基化反应。

Construction of a chiral quaternary carbon center by catalytic asymmetric alkylation of 2-arylcyclohexanones under phase-transfer conditions.

机构信息

Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo, Kyoto 606-8502, Japan.

出版信息

J Am Chem Soc. 2013 May 15;135(19):7134-7. doi: 10.1021/ja403340r. Epub 2013 May 2.

DOI:10.1021/ja403340r
PMID:23634801
Abstract

In this paper, we present an asymmetric alkylation of modified 2-arylcyclohexanones that employs a novel chiral ammonium bromide as a phase-transfer catalyst and an achiral auxiliary as a controller to improve the enantioselectivity to afford optically enriched products having a chiral quaternary carbon center.

摘要

在本文中,我们提出了一种对改性的 2-芳基环己酮的不对称烷基化反应,该反应采用新型手性季铵溴化物作为相转移催化剂和非手性辅助剂作为控制器,以提高对映选择性,得到具有手性季碳中心的光学纯产物。

相似文献

1
Construction of a chiral quaternary carbon center by catalytic asymmetric alkylation of 2-arylcyclohexanones under phase-transfer conditions.手性季碳中心的构建通过相转移条件下 2-芳基环己酮的催化不对称烷基化反应。
J Am Chem Soc. 2013 May 15;135(19):7134-7. doi: 10.1021/ja403340r. Epub 2013 May 2.
2
Design of N-spiro C2-symmetric chiral quaternary ammonium bromides as novel chiral phase-transfer catalysts: synthesis and application to practical asymmetric synthesis of alpha-amino acids.新型手性相转移催化剂N-螺环C2-对称手性季铵溴化物的设计:合成及其在α-氨基酸实际不对称合成中的应用
J Am Chem Soc. 2003 Apr 30;125(17):5139-51. doi: 10.1021/ja021244h.
3
Highly enantioselective synthesis of α,α-dialkylmalonates by phase-transfer catalytic desymmetrization.通过相转移催化不对称去对称化反应高对映选择性合成α,α-二烷基丙二酸酯。
J Am Chem Soc. 2011 Apr 6;133(13):4924-9. doi: 10.1021/ja110349a. Epub 2011 Mar 9.
4
Asymmetric synthesis of functionalized aza-cyclic amino acids with quaternary stereocenters by a phase-transfer-catalyzed alkylation strategy.通过相转移催化烷基化策略对具有季碳立体中心的官能化氮杂环氨基酸进行不对称合成。
Org Lett. 2005 Jan 20;7(2):191-3. doi: 10.1021/ol047921p.
5
A new powerful strategy for the organocatalytic asymmetric construction of a quaternary carbon stereogenic center.一种新的用于手性季碳中心的有机催化不对称构建的强大策略。
Org Lett. 2010 Apr 2;12(7):1616-9. doi: 10.1021/ol100350w.
6
Amidophosphane-copper(I)-catalyzed asymmetric conjugate addition of dialkylzinc reagents to racemic 6-substituted cyclohexenones to form 2,5-di- and 2,2,5-trisubstituted cyclohexanones.磷酰亚胺-铜(I)催化外消旋6-取代环己烯酮与二烷基锌试剂的不对称共轭加成反应,生成2,5-二取代和2,2,5-三取代环己酮。
Chem Asian J. 2008 Feb 1;3(2):342-50. doi: 10.1002/asia.200700302.
7
A novel catalytic asymmetric route towards skipped dienes with a methyl-substituted central stereogenic carbon.一种新型手性催化不对称合成含有取代基的缺共轭二烯的方法,其中央立体碳原子被甲基取代。
Chem Commun (Camb). 2013 Apr 25;49(32):3309-11. doi: 10.1039/c3cc41021h.
8
Enantioselective phase-transfer catalytic α-alkylation of 2-methylbenzyl tert-butyl malonates.手性相转移催化 2-甲基苄基叔丁基丙二酸酯的α-烷化反应。
Org Biomol Chem. 2013 Jun 28;11(24):4030-9. doi: 10.1039/c3ob40481a.
9
Enantio- and diastereoselective catalytic alkylation reactions with aziridines.氮杂环丙烷的对映选择性和非对映选择性催化烷基化反应。
J Am Chem Soc. 2008 Aug 6;130(31):10076-7. doi: 10.1021/ja8036965. Epub 2008 Jul 11.
10
Synthesis of Both Enantiomers of Chiral Phenylalanine Derivatives Catalyzed by Cinchona Alkaloid Quaternary Ammonium Salts as Asymmetric Phase Transfer Catalysts.手性苯丙氨酸衍生物的对映异构体的全合成,由金鸡纳生物碱季铵盐作为不对称相转移催化剂催化。
Molecules. 2018 Jun 12;23(6):1421. doi: 10.3390/molecules23061421.

引用本文的文献

1
Asymmetric benzylic C(sp)-H acylation via dual nickel and photoredox catalysis.通过双镍和光氧化还原催化实现不对称苄位 C(sp 3 )-H 酰化反应。
Nat Commun. 2021 Jun 10;12(1):3536. doi: 10.1038/s41467-021-23887-2.
2
The Chemical Synthesis of the Crinine and Haemanthamine Alkaloids: Biologically Active and Enantiomerically-Related Systems that Serve as Vehicles for Showcasing New Methodologies for Molecular Assembly.克琳碱和血根碱类生物碱的化学合成:具有生物活性和对映体相关的系统,可作为展示分子组装新方法的载体。
Molecules. 2021 Feb 2;26(3):765. doi: 10.3390/molecules26030765.
3
Improved Access to Chiral Tetranaphthoazepinium-Based Organocatalysts Using Aqueous Ammonia as Nitrogen Source.
使用氨水作为氮源改进手性四萘并氮杂卓基有机催化剂的获取途径。
Molecules. 2019 Oct 25;24(21):3844. doi: 10.3390/molecules24213844.
4
Brønsted acid and Pd-PHOX dual-catalysed enantioselective addition of activated C-pronucleophiles to internal dienes.布朗斯特酸和钯-磷手性配体双催化的活性碳亲核试剂对内部二烯的对映选择性加成反应。
Chem Sci. 2019 Apr 17;10(19):5176-5182. doi: 10.1039/c9sc00633h. eCollection 2019 May 21.
5
Cyclopentyl Methyl Ether: An Elective Ecofriendly Ethereal Solvent in Classical and Modern Organic Chemistry.环戊基甲醚:经典与现代有机化学中一种具有选择性的环保醚类溶剂。
ChemSusChem. 2019 Jan 10;12(1):40-70. doi: 10.1002/cssc.201801768. Epub 2018 Nov 20.
6
Enantioselective Intermolecular Pd-Catalyzed Hydroalkylation of Acyclic 1,3-Dienes with Activated Pronucleophiles.手性选择性的 Pd 催化的非环 1,3-二烯与活化亲核试剂的分子间氢烷基化反应。
J Am Chem Soc. 2018 Feb 28;140(8):2761-2764. doi: 10.1021/jacs.7b13300. Epub 2018 Feb 20.
7
Enantioselective CuH-Catalyzed Hydroacylation Employing Unsaturated Carboxylic Acids as Aldehyde Surrogates.手性铜氢催化的利用不饱和羧酸作为醛替代物的对映选择性氢酰化反应。
J Am Chem Soc. 2017 Jun 21;139(24):8126-8129. doi: 10.1021/jacs.7b04937. Epub 2017 Jun 6.
8
Direct Asymmetric Alkylation of Ketones: Still Unconquered.酮的直接不对称烷基化:仍未被攻克。
Angew Chem Int Ed Engl. 2017 Aug 1;56(32):9278-9290. doi: 10.1002/anie.201703079. Epub 2017 Jun 27.
9
Asymmetric addition of α-branched cyclic ketones to allenamides catalyzed by a chiral phosphoric acid.手性磷酸催化α-支链环酮与烯丙酰胺的不对称加成反应。
Chem Sci. 2016;7(4):2653-2656. doi: 10.1039/C5SC04202J. Epub 2016 Jan 19.
10
Direct asymmetric amination of α-branched cyclic ketones catalyzed by a chiral phosphoric acid.手性磷酸催化的α-支链环酮的直接不对称胺化反应
J Am Chem Soc. 2015 Mar 11;137(9):3205-8. doi: 10.1021/jacs.5b00229. Epub 2015 Feb 26.