225514-19-2Relevant academic research and scientific papers
[1,3] And [3,3] rearrangements of 3-amino-1,5-hexadienes: Solvent effect on the regioselectivity
Dobson, Heather K.,LeBlanc, Richard,Perrier, Helene,Stephenson, Corey,Welch, Teresa R.,Macdonald, Dwight
, p. 3119 - 3122 (2007/10/03)
3-Amino-1,5-Hexadienes rearrange under anionic conditions to give a [1,3] product in addition to the [3,3] (Cope) product. With some substrates the regioselectivity of the reaction is strongly influenced by the solvent polarity.
Charge-accelerated cope rearrangements of 3-amino-1,5-dienes
Spules, Tara J.,Galpin, Jason D.,Macdonald, Dwight
, p. 247 - 250 (2007/10/02)
The charge-accelerated [3,3] sigmatropic rearrangements of 3-amino-1,5-dienes are considerably more facile than those of the corresponding 3-hydroxy-1,5-dienes, requiring reaction temperatures 85 to 140°C lower.
