4.8 Review

Catalytic Asymmetric Dearomatization Reactions

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 51, Issue 51, Pages 12662-12686

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201204822

Keywords

asymmetric catalysis; dearomatization; domino reactions; organocatalysis; oxidation

Funding

  1. National Basic Research Program of China (973 Program) [2010CB833300]
  2. National Natural Science Foundation of China [21102160, 21025209]

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This Review summarizes the development of catalytic asymmetric dearomatization (CADA) reactions. The CADA reactions discussed herein include oxidative dearomatization reactions, dearomatization by DielsAlder and related reactions, the alkylative dearomatization of electron-rich arenes, transition-metal-catalyzed dearomatization reactions, cascade sequences involving asymmetric dearomatization as the key step, and nucleophilic dearomatization reactions of pyridinium derivatives. Asymmetric dearomatization reactions with chiral auxiliaries and catalytic asymmetric reactions of dearomatized substrates are also briefly introduced. This Review intends to provide a concept for catalytic asymmetric dearomatization.

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