On the [2,3] sigmatropic rearrangement of allylic nitro compounds.
Allylic nitro compounds undergo relatively clean [2,3] sigmatropic rearrangement upon heating in refluxing 1,2-dichlorobenzene in the presence of DABCO to give the corresponding allylic alcohols via the intermediate allylic nitrite. [reaction: see text]
Alameda-Angulo
Celia
C
Laboratoire de Synthèse Organique Associé au CNRS, Ecole Polytechnique, 91128 Palaiseau Cedex, France.
Quiclet-Sire
Béatrice
B
Schmidt
Elmar
E
Zard
Samir Z
SZ