• 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

β,β-二取代硝基烯烃的对映选择性迈克尔反应：一种合成具有杂季立构中心的β(2,2)-氨基酸的新方法。

Enantioselective Michael reactions of beta, beta-disubstituted nitroalkenes: a new approach to beta(2,2)-amino acids with hetero-quaternary stereocenters.

作者信息

Lu Hai-Hua, Zhang Fu-Gen, Meng Xiang-Gao, Duan Shu-Wen, Xiao Wen-Jing

机构信息

Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University, 152 Luoyu Road, Wuhan, Hubei 430079, China.

出版信息

Org Lett. 2009 Sep 3;11(17):3946-9. doi: 10.1021/ol901572x.

DOI:10.1021/ol901572x
PMID:19653671
Abstract

An atom-economic organocatalytic asymmetric Michael reaction of alpha,beta,beta-trisubstituted olefins has been successfully developed. The reaction exhibits excellent enantioselectivities under low loading of catalysts, and the conjugate addition products are valuable for the synthesis of novel beta(2,2)-amino acids and beta-peptides.

摘要

已成功开发出一种α,β,β-三取代烯烃的原子经济性有机催化不对称迈克尔反应。该反应在低催化剂负载量下表现出优异的对映选择性，且共轭加成产物对于新型β(2,2)-氨基酸和β-肽的合成具有重要价值。

相似文献

1
Enantioselective Michael reactions of beta, beta-disubstituted nitroalkenes: a new approach to beta(2,2)-amino acids with hetero-quaternary stereocenters.β,β-二取代硝基烯烃的对映选择性迈克尔反应：一种合成具有杂季立构中心的β(2,2)-氨基酸的新方法。
Org Lett. 2009 Sep 3;11(17):3946-9. doi: 10.1021/ol901572x.
2
Highly enantioselective synthesis of nitrocyclopropanes via organocatalytic conjugate addition of bromomalonate to alpha,beta-unsaturated nitroalkenes.通过有机催化溴丙二酸酯对α,β-不饱和硝基烯烃的共轭加成实现硝基环丙烷的高对映选择性合成。
Org Lett. 2009 Apr 2;11(7):1583-6. doi: 10.1021/ol900227j.
3
Primary amino acid lithium salt as a catalyst for asymmetric Michael addition of isobutyraldehyde with beta-nitroalkenes.伯氨基酸锂盐作为异丁醛与β-硝基烯烃不对称迈克尔加成反应的催化剂。
Chem Commun (Camb). 2008 Dec 14(46):6242-4. doi: 10.1039/b814804j. Epub 2008 Oct 16.
4
Organocatalytic enantioselective cascade Michael-Michael-Wittig reactions of phosphorus ylides: one-pot synthesis of the all-cis trisubstituted cyclohexenecarboxylates via the [1 + 2 + 3] annulation.有机催化对映选择性级联 Michael-Michael-Wittig 反应的磷叶立德：通过 [1 + 2 + 3] 环加成一锅法合成全顺式三取代环己烯羧酸酯。
Org Lett. 2009 Nov 19;11(22):5246-9. doi: 10.1021/ol9021832.
5
Organocatalytic highly enantioselective Michael addition of 2-hydroxy-1,4-naphthoquinones to nitroalkenes.有机催化2-羟基-1,4-萘醌与硝基烯烃的高度对映选择性迈克尔加成反应。
Org Lett. 2008 Jul 3;10(13):2817-20. doi: 10.1021/ol800945e. Epub 2008 Jun 6.
6
Organocatalytic asymmetric Michael addition of 2,4-pentandione to nitroolefins.2,4-戊二酮对硝基烯烃的有机催化不对称迈克尔加成反应。
Org Lett. 2005 Oct 13;7(21):4713-6. doi: 10.1021/ol0519137.
7
Asymmetric 1,4-addition of oxazolones to nitroalkenes by bifunctional cinchona alkaloid thiourea organocatalysts: synthesis of alpha,alpha-disubstituted alpha-amino acids.双功能金鸡纳生物碱硫脲有机催化剂催化噁唑酮对硝基烯烃的不对称1,4-加成反应：α,α-二取代α-氨基酸的合成
Chemistry. 2008;14(35):10958-66. doi: 10.1002/chem.200802030.
8
Organocatalytic sequential Michael reactions: stereoselective synthesis of multifunctionalized tetrahydroindan derivatives.有机催化串联 Michael 反应：多功能四氢茚衍生物的立体选择性合成。
Org Lett. 2011 Mar 4;13(5):936-9. doi: 10.1021/ol1029832. Epub 2011 Feb 10.
9
Highly efficient catalytic system for enantioselective Michael addition of aldehydes to nitroalkenes in water.用于醛与硝基烯烃在水中进行对映选择性迈克尔加成反应的高效催化体系。
Angew Chem Int Ed Engl. 2008;47(3):545-8. doi: 10.1002/anie.200704161.
10
Asymmetric Michael additions of α-nitrocyclohexanone to aryl nitroalkenes catalyzed by natural amino acid-derived bifunctional thioureas.由天然氨基酸衍生的双功能硫脲催化的α-硝基环己酮与芳基硝烯的不对称迈克尔加成。
Org Lett. 2012 Sep 7;14(17):4518-21. doi: 10.1021/ol302005f. Epub 2012 Aug 28.

引用本文的文献

1
C(sp)-Arylation by Conformationally Accelerated Intramolecular Nucleophilic Aromatic Substitution (SAr).通过构象加速分子内亲核芳香取代反应（SAr）进行 C(sp)-芳基化。
Acc Chem Res. 2022 Jun 21;55(12):1731-1747. doi: 10.1021/acs.accounts.2c00184. Epub 2022 May 27.
2
Organocatalytic sulfa-Michael/aldol cascade: constructing functionalized 2,5-dihydrothiophenes bearing a quaternary carbon stereocenter.有机催化的硫代迈克尔/羟醛串联反应：构建带有季碳立体中心的官能化2,5-二氢噻吩
RSC Adv. 2018 Oct 3;8(59):34000-34003. doi: 10.1039/c8ra04325f. eCollection 2018 Sep 28.
3
Synthesis, bioactivities and phloem uptake of dipeptide-chlorantraniliprole derivatives.
二肽-氯虫苯甲酰胺衍生物的合成、生物活性及韧皮部吸收
BMC Chem. 2020 Mar 30;14(1):22. doi: 10.1186/s13065-020-00673-7. eCollection 2020 Dec.
4
Quaternary β-amino acid derivatives by asymmetric addition of isoxazolidin-5-ones to para-quinone methides.通过异恶唑烷-5-酮对para-醌甲醚的不对称加成反应合成季铵β-氨基酸衍生物。
Chem Commun (Camb). 2020 Jan 14;56(4):579-582. doi: 10.1039/c9cc09239k. Epub 2019 Dec 12.
5
Highly enantioselective sulfa-Michael addition reactions using -heterocyclic carbene as a non-covalent organocatalyst.使用 - 杂环卡宾作为非共价有机催化剂的高度对映选择性硫醚 - 迈克尔加成反应。
Chem Sci. 2015 Jul 1;6(7):4184-4189. doi: 10.1039/c5sc00878f. Epub 2015 Apr 23.
6
Highly enantioselective construction of tertiary thioethers and alcohols phosphine-catalyzed asymmetric γ-addition reactions of 5-thiazol-4-ones and 5-oxazol-4-ones: scope and mechanistic understandings.叔硫醚和醇的高对映选择性构建：5-噻唑-4-酮和5-恶唑-4-酮的膦催化不对称γ-加成反应——范围与机理认识
Chem Sci. 2015 Aug 1;6(8):4912-4922. doi: 10.1039/c5sc01614b. Epub 2015 Jun 2.
7
Asymmetric Synthesis of Tertiary Alcohols and Thiols via Nonstabilized Tertiary α-Oxy- and α-Thio-Substituted Organolithium Species.非稳定的叔丁基α-氧代和α-硫代取代的有机锂物种的手性叔醇和硫醇的不对称合成。
Angew Chem Int Ed Engl. 2017 Aug 28;56(36):10835-10839. doi: 10.1002/anie.201706722. Epub 2017 Aug 7.
8
Recent advances in C-heteroatom bond forming by asymmetric Michael addition.通过不对称迈克尔加成形成碳-杂原子键的最新进展。
Mol Divers. 2014 May;18(2):411-39. doi: 10.1007/s11030-013-9494-2. Epub 2013 Dec 31.
9
Cation control of diastereoselectivity in iridium-catalyzed allylic substitutions. Formation of enantioenriched tertiary alcohols and thioethers by allylation of 5H-oxazol-4-ones and 5H-thiazol-4-ones.手性铱催化的烯丙基取代反应中的立体选择性的阳离子控制。通过 5H-噁唑-4-酮和 5H-噻唑-4-酮的烯丙基化反应形成对映体富集的叔醇和硫醚。
J Am Chem Soc. 2014 Jan 8;136(1):377-82. doi: 10.1021/ja410650e. Epub 2013 Dec 19.
10
Asymmetric synthesis of tertiary thiols and thioethers.手性硫醇和硫醚的不对称合成。
Beilstein J Org Chem. 2011;7:582-95. doi: 10.3762/bjoc.7.68. Epub 2011 May 10.