Stereoselective One-Pot Synthesis of 1-Aminoindanes and 5,6-Fused Azacycles Using a Gold-Catalyzed Redox-Pinacol-Mannich-Michael Cascade

Just another Mannich Monday: A cascade intramolecular redox‐pinacol‐Mannich‐Michael reaction sequence catalyzed by gold complexes can be used to generate a variety of structures including spirocycles, 1‐aminoindanes, and 5,6‐fused azabicycles that have a quaternary carbon center. The reaction is cha...

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Bibliographic Details
Published in:Angewandte Chemie (International ed.) 2010-02, Vol.49 (9), p.1611-1614
Main Authors: Yeom, Hyun-Suk, Lee, Youngun, Jeong, Jaewon, So, Eunsoo, Hwang, Soojin, Lee, Ji-Eun, Lee, Shim Sung, Shin, Seunghoon
Format: Article
Language:English
Subjects:
carbenoids
cascade reactions
gold
Mannich reactions
redox chemistry
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Summary:Just another Mannich Monday: A cascade intramolecular redox‐pinacol‐Mannich‐Michael reaction sequence catalyzed by gold complexes can be used to generate a variety of structures including spirocycles, 1‐aminoindanes, and 5,6‐fused azabicycles that have a quaternary carbon center. The reaction is characterized by complete atom‐economy, high diastereoselectivity, and remarkable efficiency through tandem reactions.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200906346