M. Graziano, V. Piccialli
Nov 26, 1999
Citations
0
Influential Citations
3
Citations
Journal
Tetrahedron Letters
Abstract
Abstract The reaction of ethyl 2,2-dimethoxycyclopropanecarboxylates 1–3 with lead tetraacetate (Pb(OAc)4, LTA) in benzene leads to the oxidative scission of the C1C2 bond. Monoalkylated fumric acid diesters 4 and 5 are obtained from 3-alkylcyclopropanes 1 and 2, respectively, along with dimeric species for which we propose the unusual anhydride bis-acetal structure 6 or 7, respectively. Reaction of 3,3-dimethylcyclopropane 3 with LTA produces the 3-acetylsuccinate derivative 8 as the sole reaction product.