Elsevier

Tetrahedron Letters

Volume 41, Issue 13, 27 March 2000, Pages 2247-2251
Tetrahedron Letters

Electrophilic amination of carbanions by N-carboxamido oxaziridines

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Abstract

A range of 3-aryl-N-carboxamido oxaziridines have been prepared and tested as reagents for electrophilic amination of carbanions. The 3-(2-cyanophenyl)-derivative gave highest yields of amination product, and was used for amination of ketone, ester and amide enolates, as well as sulfone-, phosphonate- and nitrile-stabilized carbanions.

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Acknowledgements

We thank the EPSRC and Roche (CASE award to MAA) for funding this work. We wish to acknowledge the use of the EPSRC Chemical Database Service.13

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