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Author:

Zhao, Hong-Wu (Zhao, Hong-Wu.) | Yang, Zhao (Yang, Zhao.) | Yue, Yuan-Yuan (Yue, Yuan-Yuan.) | Li, Hai-Long (Li, Hai-Long.) | Song, Xiu-Qing (Song, Xiu-Qing.) | Sheng, Zhi-Hui (Sheng, Zhi-Hui.) | Meng, Wei (Meng, Wei.) | Guo, Xiao-Yu (Guo, Xiao-Yu.)

Indexed by:

Scopus SCIE

Abstract:

A new family of axially unfixed biaryl-based water-compatible bifuctional organocatalysts were designed and synthesized for the asymmetric direct Michael reaction of cyclohexanone with various nitroolefins in water. One of the organocatalysts incorporates pyrrolidine and arylsulfonamide motifs as active organocatalytic sites, and axially unfixed biaryl as a skeleton; with this organocatalyst, the direct Michael reactions proceeded readily, furnishing the desired Michael adducts in high yields (up to 99% yield) with high levels of stereocontrol (up to >99:1 dr and 94% ee).

Keyword:

organocatalysts stereoselectivity asymmetric Michael reaction aqueous chemistry biaryl compounds

Author Community:

  • [ 1 ] [Zhao, Hong-Wu]Beijing Univ Technol, Coll Life Sci & Bioengn, Beijing 100124, Peoples R China
  • [ 2 ] [Yang, Zhao]Beijing Univ Technol, Coll Life Sci & Bioengn, Beijing 100124, Peoples R China
  • [ 3 ] [Yue, Yuan-Yuan]Beijing Univ Technol, Coll Life Sci & Bioengn, Beijing 100124, Peoples R China
  • [ 4 ] [Li, Hai-Long]Beijing Univ Technol, Coll Life Sci & Bioengn, Beijing 100124, Peoples R China
  • [ 5 ] [Song, Xiu-Qing]Beijing Univ Technol, Coll Life Sci & Bioengn, Beijing 100124, Peoples R China
  • [ 6 ] [Sheng, Zhi-Hui]Beijing Univ Technol, Coll Life Sci & Bioengn, Beijing 100124, Peoples R China
  • [ 7 ] [Meng, Wei]Beijing Univ Technol, Coll Life Sci & Bioengn, Beijing 100124, Peoples R China
  • [ 8 ] [Guo, Xiao-Yu]Beijing Univ Technol, Coll Life Sci & Bioengn, Beijing 100124, Peoples R China

Reprint Author's Address:

  • [Zhao, Hong-Wu]Beijing Univ Technol, Coll Life Sci & Bioengn, 100 Pingleyuan, Beijing 100124, Peoples R China

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Source :

SYNLETT

ISSN: 0936-5214

Year: 2014

Issue: 2

Volume: 25

Page: 293-297

2 . 0 0 0

JCR@2022

ESI Discipline: CHEMISTRY;

ESI HC Threshold:258

JCR Journal Grade:2

CAS Journal Grade:3

Cited Count:

WoS CC Cited Count: 13

SCOPUS Cited Count: 24

ESI Highly Cited Papers on the List: 0 Unfold All

WanFang Cited Count:

Chinese Cited Count:

30 Days PV: 1

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