Expanding the scope of cinchona alkaloid-catalyzed enantioselective alpha-aminations of oxindoles: a versatile approach to optically active 3-amino-2-oxindole derivatives.
A cinchona alkaloid-catalyzed, highly enantioselective, alpha-amination of oxindoles has been developed. The reaction is general, operationally simple, and affords the desired products in high yields with good to excellent enantioselectivity. Significantly, this study provides a general catalytic method for the construction of a C-N bond at the C3 position of oxindoles as well as for the creation of a nitrogen-containing, tetrasubstituted chiral center.
Bui
Tommy
T
Department of Chemistry, The Scripps Research Institute.
Borregan
Mar
M
Barbas
Carlos F
CF
D000586:Amination; D002384:Catalysis; D002930:Cinchona Alkaloids / Q000737:chemistry*; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry*; D000078183:Oxindoles; D013237:Stereoisomerism
D002930:Cinchona Alkaloids; D007211:Indoles; D000078183:Oxindoles; C022960:2-oxindole