3.8 Article

Enantiodivergent synthesis of tricyclic chromans: Remote nucleophilic groups switch selectivity in catalytic asymmetric cascade reactions of trifunctional substrates

Journal

GREEN SYNTHESIS AND CATALYSIS
Volume 2, Issue 2, Pages 241-245

Publisher

KEAI PUBLISHING LTD
DOI: 10.1016/j.gresc.2021.04.002

Keywords

Cascade reaction; Enantiodivergence organocatalysis; Tricyclic chromans; Trifunctional substrates

Funding

  1. National Natural Science Foudation of China [21162034, 21861042]
  2. Program for Changjiang Scholars and Innovative Research Team in University [IRT17R94]
  3. Program for Innovative Research Team (in Science and Technology) in University of Yunnan Province
  4. YunLing scholar of Yunnan Prov- ince,Yunnan Provincial Science and Technology Department-Kunming Medical University Applied Basic Research Joint Special Fund Project [2017FE468(-138)]
  5. YunLing scholar of Yunnan Province, Yunnan Provincial Science and Technology Department-Kunming Medical University Applied Basic Research Joint Special Fund Project [2017FE468(-138)]
  6. Yunnan Provincial Department of Education Science Research Fund [2016ZZX089]

Ask authors/readers for more resources

An efficient and unified approach to the enantioselective synthesis of two important classes of tricyclic chroman scaffolds via site-selective organocatalytic asymmetric cascade reactions of newly designed phenol-based trifunctional substrates is described. The enantioselectivities of this reaction can be modified by changing the remote nucleophilic groups of the substrates.
An efficient and unified approach to the enantioselective synthesis of two important yet challenging classes of tricyclic chroman scaffolds by site-selective organocatalytic asymmetric cascade reactions of newly designed phenol-based trifunctional substrates bearing two reactive nucleophilic groups is described. The enantioselectivities of this reaction can be switched by altering the remote nucleophilic groups of the substrates.

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