4.7 Article

Advances in Catalytic Asymmetric Dearomatization

Journal

ACS CENTRAL SCIENCE
Volume 7, Issue 3, Pages 432-444

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acscentsci.0c01651

Keywords

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Funding

  1. National Natural Science Foundation of China [21772219, 21821002, 22031012]
  2. Science and Technology Commission of Shanghai Municipality [18QA1404900, 18JC1411302]
  3. Chinese Academy of Sciences [XDB20000000]
  4. Youth Innovation Promotion Association of CAS [2017302]
  5. Tencent Foundation

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Catalytic asymmetric dearomatization is an emerging research subject that has attracted considerable attention for its direct transformation of aromatic feedstocks into structurally diverse polycyclic molecules. However, the inherent difficulty and high energy input required for dearomatization may be incompatible with the general conditions needed for asymmetric catalysis, presenting obstacles that need to be overcome for advancing chemical sciences.
Asymmetric catalysis has been recognized as the most enabling strategy for accessing chiral molecules in enantioenriched forms. Catalytic asymmetric dearomatization is an emerging and dynamic research subject in asymmetric catalysis, which has received considerable attention in recent years. The direct transformations from readily available aromatic feedstocks to structurally diverse three-dimensional polycyclic molecules make catalytic asymmetric dearomatization reactions of broad interest for both organic synthesis and medicinal chemistry. However, the inherent difficulty for the disruption of aromaticity demands a large energy input during the dearomatization process, which might be incompatible with the conditions generally required by asymmetric catalysis. In this Outlook, we will discuss representative strategies and examples of catalytic asymmetric dearomatization reactions of various aromatic compounds and try to convince readers that by overcoming the above obstacles, catalytic asymmetric dearomatization reactions could advance chemical sciences in many respects.

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