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Stereoselective One‐Pot Synthesis of 1‐Aminoindanes and 5,6‐Fused Azacycles Using a Gold‐Catalyzed Redox‐Pinacol‐Mannich‐Michael Cascade
Author(s) -
Yeom HyunSuk,
Lee Youngun,
Jeong Jaewon,
So Eunsoo,
Hwang Soojin,
Lee JiEun,
Lee Shim Sung,
Shin Seunghoon
Publication year - 2010
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200906346
Subject(s) - michael reaction , intramolecular force , chemistry , pinacol , cascade reaction , redox , catalysis , combinatorial chemistry , hydroamination , stereoselectivity , cascade , organic chemistry , chromatography
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.