Issue 2, 2014

Enantioselective methodologies using N-carbamoyl-imines


Nucleophilic addition to carbon–nitrogen double bonds (imines) represents one of the most common strategies for the synthesis of amine derivatives. In order to circumvent the problem associated with low reactivity of imines in nucleophilic addition, various imines with electron-withdrawing groups at nitrogen have been studied, and many of them were successfully applied in asymmetric methodologies. Especially N-carbamoyl imines were found to be useful in the enantioselective synthesis of various organic compounds, due to their increased reactivity toward nucleophiles as well as limited difficulties connected with the removal of the carbamoyl moiety in target molecules. The aim of this review is to cover enantioselective methods based on N-carbamoyl imines, focusing on synthetically useful protocols.

Graphical abstract: Enantioselective methodologies using N-carbamoyl-imines

Article information

Article type
Review Article
09 Sep 2013
First published
04 Nov 2013
This article is Open Access
Creative Commons BY license

Chem. Soc. Rev., 2014,43, 611-630

Enantioselective methodologies using N-carbamoyl-imines

J. Vesely and R. Rios, Chem. Soc. Rev., 2014, 43, 611 DOI: 10.1039/C3CS60321K

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