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author:

Gao, Yaru (Gao, Yaru.) [1] | Hong, Guorong (Hong, Guorong.) [2] | Zhang, Lei (Zhang, Lei.) [3] | Ye, Ke-Yin (Ye, Ke-Yin.) [4] (Scholars:叶克印) | Cheng, Jiajia (Cheng, Jiajia.) [5] (Scholars:成佳佳) | Yang, Bin-Miao (Yang, Bin-Miao.) [6] | Zhao, Yu (Zhao, Yu.) [7]

Indexed by:

Scopus

Abstract:

We present here a catalytic enantioconvergent amination of alcohols for efficient access to chiral C2- and C3-substituted benzomorpholines. The racemic amino alcohol substrates of different substitution patterns, which are readily available from a common precursor, can be converted to the enantioenriched heterocycles in a highly atom- and step-economical fashion. In particular, an unprecedented asymmetric amination of racemic primary alcohols via dynamic kinetic resolution is achieved under cooperative iridium/iron catalysis, resulting in highly enantioen-riched C2-substituted benzomorpholines that aredifficult to access otherwise.

Keyword:

atom economy divergent synthesis dynamic kinetic resolution enantiocon-vergent heterocycle synthesis redox-neutral catalysis substituted benzomorpholines

Community:

  • [ 1 ] [Gao, Yaru]Natl Univ Singapore, Joint Sch, Singapore, Singapore
  • [ 2 ] [Yang, Bin-Miao]Natl Univ Singapore, Joint Sch, Singapore, Singapore
  • [ 3 ] [Zhao, Yu]Natl Univ Singapore, Joint Sch, Singapore, Singapore
  • [ 4 ] [Gao, Yaru]Tianjin Univ, Fuzhou 350207, Peoples R China
  • [ 5 ] [Yang, Bin-Miao]Tianjin Univ, Fuzhou 350207, Peoples R China
  • [ 6 ] [Zhao, Yu]Tianjin Univ, Fuzhou 350207, Peoples R China
  • [ 7 ] [Gao, Yaru]Natl Univ Singapore, Dept Chem, Singapore 117543, Singapore
  • [ 8 ] [Hong, Guorong]Natl Univ Singapore, Dept Chem, Singapore 117543, Singapore
  • [ 9 ] [Zhang, Lei]Natl Univ Singapore, Dept Chem, Singapore 117543, Singapore
  • [ 10 ] [Zhao, Yu]Natl Univ Singapore, Dept Chem, Singapore 117543, Singapore
  • [ 11 ] [Ye, Ke-Yin]Fuzhou Univ, Coll Chem, Fuzhou 350116, Peoples R China
  • [ 12 ] [Cheng, Jiajia]Fuzhou Univ, Coll Chem, Fuzhou 350116, Peoples R China

Reprint 's Address:

  • [Yang, Bin-Miao]Natl Univ Singapore, Joint Sch, Singapore, Singapore;;[Zhao, Yu]Natl Univ Singapore, Joint Sch, Singapore, Singapore;;[Yang, Bin-Miao]Tianjin Univ, Fuzhou 350207, Peoples R China;;[Zhao, Yu]Tianjin Univ, Fuzhou 350207, Peoples R China;;[Zhao, Yu]Natl Univ Singapore, Dept Chem, Singapore 117543, Singapore;;

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Source :

CCS CHEMISTRY

Year: 2024

9 . 4 0 0

JCR@2023

Cited Count:

WoS CC Cited Count:

SCOPUS Cited Count:

ESI Highly Cited Papers on the List: 0 Unfold All

WanFang Cited Count:

Chinese Cited Count:

30 Days PV: 1

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