Journal
CHEMICAL SOCIETY REVIEWS
Volume 37, Issue 6, Pages 1166-1173Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/b709139g
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alpha-Iminoesters are useful precursors to substituted alpha-amino acid derivatives and are utilized in a number of organic transformations. As a consequence of the adjacent ester functionality, these imines are more reactive relative to other types of imines. While a significant body of work has focused on nucleophilic additions to the imine carbon (C-alkylation), a second pathway that involves nucleophilic reaction at the nitrogen (N-alkylation) is much less explored. This tutorial review highlights work that has exploited this unusual alpha-iminoester reactivity mode.
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