• 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

甲基取代的烯基丁内酯与异吲哚酮的高度对映选择性串联乙烯基醇醛反应/酯交换反应，用于构建手性螺环氧化吲哚-二氢吡喃酮。

Highly enantioselective sequential vinylogous aldol reaction/transesterification of methyl-substituted olefinic butyrolactones with isatins for the construction of chiral spirocyclic oxindole-dihydropyranones.

作者信息

Wang Zhen-Hua, Zhang Xia-Yan, Lei Chuan-Wen, Zhao Jian-Qiang, You Yong, Yuan Wei-Cheng

机构信息

Institute for Advanced Study, Chengdu University, Chengdu 610106, China.

National Engineering Research Center of Chiral Drugs, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, China.

出版信息

Chem Commun (Camb). 2019 Aug 14;55(63):9327-9330. doi: 10.1039/c9cc04427b. Epub 2019 Jul 17.

DOI:10.1039/c9cc04427b
PMID:31313770
Abstract

A highly stereoselective sequential vinylogous aldol reaction/transesterification of methyl-substituted olefinic butyrolactones and isatins was developed. With this developed protocol, a series of chiral spirocyclic oxindole-dihydropyranones were obtained in good to excellent yields (73-99%) and enantioselectivities (71-97% ee).

摘要

开发了一种高度立体选择性的甲基取代的烯属丁内酯和异吲哚酮的连续乙烯基醇醛反应/酯交换反应。通过这种开发的方法，以良好至优异的产率（73-99%）和对映选择性（71-97% ee）获得了一系列手性螺环氧化吲哚-二氢吡喃酮。

相似文献

1
Highly enantioselective sequential vinylogous aldol reaction/transesterification of methyl-substituted olefinic butyrolactones with isatins for the construction of chiral spirocyclic oxindole-dihydropyranones.甲基取代的烯基丁内酯与异吲哚酮的高度对映选择性串联乙烯基醇醛反应/酯交换反应，用于构建手性螺环氧化吲哚-二氢吡喃酮。
Chem Commun (Camb). 2019 Aug 14;55(63):9327-9330. doi: 10.1039/c9cc04427b. Epub 2019 Jul 17.
2
Direct enantioselective vinylogous aldol-cyclization cascade reaction of allyl pyrazoleamides with isatins: asymmetric construction of spirocyclic oxindole-dihydropyranones.烯丙基吡唑酰胺与异吲哚酮的直接对映选择性乙烯基化羟醛-环化串联反应：螺环氧化吲哚-二氢吡喃酮的不对称构建
Chem Commun (Camb). 2014 Sep 25;50(74):10790-2. doi: 10.1039/c4cc04235b.
3
An asymmetric assembly of spirooxindole dihydropyranones through a direct enantioselective organocatalytic vinylogous aldol-cyclization cascade reaction of 3-alkylidene oxindoles with isatins.通过3-亚烷基氧化吲哚与异吲哚酮的直接对映选择性有机催化乙烯基化羟醛-环化串联反应实现螺氧化吲哚二氢吡喃酮的不对称组装。
Chem Commun (Camb). 2016 Feb 7;52(11):2322-5. doi: 10.1039/c5cc08883f.
4
N-Heterocyclic carbene-catalyzed [4 + 2] cyclization of α,β-unsaturated carboxylic acids bearing γ-H with isatins: an enantioselective synthesis of spirocyclic oxindole-dihydropyranones.N-杂环卡宾催化带有γ-H的α,β-不饱和羧酸与异吲哚酮的[4 + 2]环化反应：螺环氧化吲哚-二氢吡喃酮的对映选择性合成
Org Biomol Chem. 2016 Jan 28;14(4):1485-91. doi: 10.1039/c5ob02160j. Epub 2015 Dec 21.
5
Asymmetric vinylogous Mukaiyama aldol reaction of isatins under bifunctional organocatalysis: enantioselective synthesis of substituted 3-hydroxy-2-oxindoles.双功能有机催化下靛红的不对称乙烯基Mukaiyama羟醛反应：取代3-羟基-2-吲哚酮的对映选择性合成
Chem Commun (Camb). 2018 Mar 13;54(22):2781-2784. doi: 10.1039/c8cc00759d.
6
Enantioselective direct vinylogous aldol-cyclization cascade reaction between β,γ-unsaturated amides and o-quinones.β,γ-不饱和酰胺与邻醌之间的对映选择性直接乙烯基型羟醛-环化串联反应。
Org Biomol Chem. 2016 Jul 6;14(27):6435-41. doi: 10.1039/c6ob00893c.
7
Enantioselective vinylogous aldol/lactonization cascade reaction between β,γ-unsaturated amides and trifluoromethyl ketones: facile access to chiral trifluoromethyl dihydropyranones.β,γ-不饱和酰胺与三氟甲基酮之间的对映选择性乙烯基化醇醛缩合/内酯化串联反应：便捷合成手性三氟甲基二氢吡喃酮
Org Biomol Chem. 2020 Oct 14;18(39):7848-7851. doi: 10.1039/d0ob01746a.
8
A catalytic asymmetric hetero-Diels-Alder reaction of olefinic azlactones and isatins: facile access to chiral spirooxindole dihydropyranones.烯基恶唑烷酮与异吲哚酮的催化不对称杂环狄尔斯-阿尔德反应：简便合成手性螺环氧化吲哚二氢吡喃酮
Chem Commun (Camb). 2014 Aug 18;50(64):8934-6. doi: 10.1039/c4cc03896g.
9
Enantioselective assembly of spirocyclic oxindole-dihydropyranones through NHC-catalyzed cascade reaction of isatins with N-hydroxybenzotriazole esters of α,β-unsaturated carboxylic acid.通过氮杂环卡宾催化异吲哚酮与α,β-不饱和羧酸的N-羟基苯并三唑酯的串联反应实现螺环氧化吲哚-二氢吡喃酮的对映选择性组装。
J Org Chem. 2015 Mar 20;80(6):3289-94. doi: 10.1021/jo502920w. Epub 2015 Mar 3.
10
Beyond classical reactivity patterns: shifting from 1,4- to 1,6-additions in regio- and enantioselective organocatalyzed vinylogous reactions of olefinic lactones with enals and 2,4-dienals.超越经典反应模式：区域和对映选择性有机催化的烯丙基内酯与烯醛和 2,4-二烯醛的烯丙基加成反应中从 1,4-到 1,6-加成的转变。
J Am Chem Soc. 2013 May 29;135(21):8063-70. doi: 10.1021/ja4029928. Epub 2013 May 16.

引用本文的文献

1
Bioorthogonal Reaction of o-Quinone with Furan-2(3H)-One for Site-Selective Tyrosine Conjugation and Construction of Bispecific Antibody Complexes.邻醌与呋喃-2(3H)-酮的生物正交反应用于位点选择性酪氨酸共轭和双特异性抗体复合物的构建。
Adv Sci (Weinh). 2025 Jun;12(22):e2417260. doi: 10.1002/advs.202417260. Epub 2025 Apr 25.