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作者:

Zhao, Hong-Wu (Zhao, Hong-Wu.) | Li, Bo (Li, Bo.) | Tian, Ting (Tian, Ting.) | Meng, Wei (Meng, Wei.) | Yang, Zhao (Yang, Zhao.) | Song, Xiu-Qing (Song, Xiu-Qing.) | Chen, Xiao-Qin (Chen, Xiao-Qin.) | Pang, Hai-Liang (Pang, Hai-Liang.)

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Scopus SCIE

摘要:

In the presence of cinchona-thiourea organocatalyst C1, the developed organocatalytic three-component cascade reaction of isatins, malononitrile, and 2-hydroxynaphthalene-1,4-diones readily proceeded to furnish chiral pyranonaphthoquinone-fused spirooxindoles in excellent chemical yields and high enantioselectivities (up to 99% yield and 97%ee). The absolute configurations of the spirooxindoles were assigned on the basis of an X-ray single crystal structure. Moreover, a reaction mechanism is proposed that accounts for the stereocontrolled formation of the chiral spirooxindoles,.

关键词:

Spiro compounds Multicomponent reactions Enantioselectivity Domino reactions Organocatalysis Asymmetric catalysis

作者机构:

  • [ 1 ] [Zhao, Hong-Wu]Beijing Univ Technol, Coll Life Sci & Bioengn, Beijing 100124, Peoples R China
  • [ 2 ] [Li, Bo]Beijing Univ Technol, Coll Life Sci & Bioengn, Beijing 100124, Peoples R China
  • [ 3 ] [Tian, Ting]Beijing Univ Technol, Coll Life Sci & Bioengn, Beijing 100124, Peoples R China
  • [ 4 ] [Meng, Wei]Beijing Univ Technol, Coll Life Sci & Bioengn, Beijing 100124, Peoples R China
  • [ 5 ] [Yang, Zhao]Beijing Univ Technol, Coll Life Sci & Bioengn, Beijing 100124, Peoples R China
  • [ 6 ] [Song, Xiu-Qing]Beijing Univ Technol, Coll Life Sci & Bioengn, Beijing 100124, Peoples R China
  • [ 7 ] [Chen, Xiao-Qin]Beijing Univ Technol, Coll Life Sci & Bioengn, Beijing 100124, Peoples R China
  • [ 8 ] [Pang, Hai-Liang]Beijing Univ Technol, Coll Life Sci & Bioengn, Beijing 100124, Peoples R China

通讯作者信息:

  • [Zhao, Hong-Wu]Beijing Univ Technol, Coll Life Sci & Bioengn, Beijing 100124, Peoples R China

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来源 :

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

ISSN: 1434-193X

年份: 2015

期: 15

卷: 2015

页码: 3320-3326

2 . 8 0 0

JCR@2022

ESI学科: CHEMISTRY;

ESI高被引阀值:253

JCR分区:2

中科院分区:3

被引次数:

WoS核心集被引频次: 28

SCOPUS被引频次: 33

ESI高被引论文在榜: 0 展开所有

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中文被引频次:

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