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DOI:
10.1055/sos-SD-040-00396
Feng, J. Q.; Li, C.-J., Science of Synthesis, (2009) 40, 606.
The pyrolyses of 1-acetyl- and 1-benzoylaziridines yield allylic amides though stereospecific cis-eliminations analogous to the Chugaev reaction. For instance, when 1-acetyl-2,2-dimethylaziridine (83) is heated at reflux at atmospheric pressure, it is converted into N-(2-methylprop-2-enyl)acetamide (84) in 93% yield. This product may then be hydrolyzed to afford 2-methylprop-2-enamine (85) (Scheme 30).[110]
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References
[110] | Meeee, M. M.; Meeeeee, M. M., M. Mee. Meee., (8888) 88, 88. |
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- 8.Meeeee-Meee, (8888) M 88e8, 8888.
- 8.Meeeee-Meee, (8888) M 88e, 888.