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Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions
Published on: July 17, 2020
Gold-Catalyzed Enantioselective Annulations.
Yangyan Li1, Wenbo Li1, Junliang Zhang1,2
1Shanghai Key Laboratory of Green Chemistry and Chemical Processes, School of Chemistry and Molecular Engineering, East China Normal University, 3663 N. Zhongshan Road, Shanghai, 200062, P. R. China.
This review details gold-catalyzed enantioselective annulations for creating chiral cyclic molecules. It covers cycloadditions, cyclizations, cycloisomerizations, and tandem annulations since 2005.
Area of Science:
- Organic Chemistry
- Asymmetric Synthesis
- Catalysis
Background:
- Gold catalysis has revolutionized enantioselective annulations.
- Chiral cyclic molecules are vital in pharmaceuticals and materials science.
- Rapid construction of complex molecular architectures is a key goal.
Approach:
- This review summarizes gold-catalyzed enantioselective annulation methods reported since 2005.
- Organized by annulation types: cycloadditions, cyclizations, cycloisomerizations, and tandem annulations.
- Discusses reaction mechanisms, key intermediates, and novel ligands/gold salts.
Key Points:
- Gold-catalyzed enantioselective annulations offer efficient routes to chiral carbocycles and heterocycles.
- Diverse annulation strategies including cycloadditions and cyclizations of C-C multiple bonds are highlighted.
- Recent advances in chiral ligands and gold salts have expanded the scope and efficiency of these transformations.
Conclusions:
- Gold catalysis provides powerful tools for synthesizing optically active cyclic compounds.
- The field has seen significant progress in developing new annulation methodologies.
- Future research will likely focus on further expanding substrate scope and catalytic efficiency.
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