Carbamoyl Anion Addition to Nitrones
Jonathan T. Reeves*, Chris Lorenc, Kaddy Camara, Zhibin Li, Heewon Lee, Carl A. Busacca and Chris H. Senanayake
*Chemical Development, Boehringer Ingelheim Pharmaceuticals, Inc., 900 Ridgebury Road, P.O. Box 368, Ridgefield, Connecticut 06877-0368, United States, Email: jonathan.reevesboehringer-ingelheim.com
J. T. Reeves, C. Lorenc, K. Camara, Z. Li, H. Lee, C. A. Busacca, C. H. Senanayake, J. Org. Chem., 2014, 79, 5895-5902.
DOI: 10.1021/jo500848a
see article for more reactions
Abstract
The addition of carbamoyl anions derived from N,N-disubstituted formamides and LDA to N-tert-butyl nitrones provided a direct route to α-(N-hydroxy)amino amides. Derivatization of the products by tert-butyl deprotection or N-deoxygenation was demonstrated.
see article for more examples
Key Words
ID: J42-Y2014