N-Tosyloxycarbamates as a source of metal nitrenes: rhodium-catalyzed CH insertion and aziridination reactions
H Lebel, K Huard, S Lectard
Index: Lebel, Helene; Huard, Kim; Lectard, Sylvain Journal of the American Chemical Society, 2005 , vol. 127, # 41 p. 14198 - 14199
Full Text: HTML
Citation Number: 182
Abstract
The rhodium-catalyzed decomposition of N-tosyloxycarbamates to generate metal nitrenes which undergo intramolecular CH insertion or aziridination reaction is described. Aliphatic N- tosyloxycarbamates produce oxazolidinones with high yields and stereospecificity through insertion in benzylic, tertiary, and secondary CH bonds. Intramolecular aziridination occurs with allylic N-tosyloxycarbamates to produce aziridines as single diastereomers. The ...
Related Articles:
[Geffken, Detlef Liebigs Annalen der Chemie, 1982 , # 2 p. 219 - 225]
[Newman; Edwards Journal of the American Chemical Society, 1954 , vol. 76, p. 1840,1842]
[Newman; Edwards Journal of the American Chemical Society, 1954 , vol. 76, p. 1840,1842]
[Newman; Edwards Journal of the American Chemical Society, 1954 , vol. 76, p. 1840,1842]