Organocatalytic enantioselective aza-Henry reaction of ketimines derived from isatins: access to optically active 3-amino-2-oxindoles

An organocatalytic asymmetric aza-Henry reaction of ketimines derived from isatins with nitroalkanes has been achieved using Cinchona alkaloid organocatalysts. This method works efficiently with several ketimines to produce a good (up to 82%) yield of the corresponding 3-substituted 3-amino-2-oxindo...

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Bibliographic Details
Published in:RSC advances 2014-01, Vol.4 (47), p.24816-24819
Main Authors: Kumar, Akshay, Kaur, Jasneet, Chimni, Swapandeep Singh, Jassal, Amanpreet Kaur
Format: Article
Language:English
Subjects:
Asymmetry
Imines
Optical activity
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Summary:An organocatalytic asymmetric aza-Henry reaction of ketimines derived from isatins with nitroalkanes has been achieved using Cinchona alkaloid organocatalysts. This method works efficiently with several ketimines to produce a good (up to 82%) yield of the corresponding 3-substituted 3-amino-2-oxindoles with a good (up to 89%) enantiomeric excess.
ISSN:2046-2069
2046-2069
DOI:10.1039/C4RA00902A