5614-38-0Relevant articles and documents
A one-pot access to cyclopropanes from allylic ethers via hydrozirconation-deoxygenative ring formation
Gandon, Vincent,Szymoniak, Jan
, p. 1308 - 1309 (2007/10/03)
A synthetic method for the direct transformation of allylic ethers into mono-, di- and trisubstituted cyclopropanes is presented.
Effect of pressure on the (2 + 2) cycloaddition of ethoxycyclopropane to tetracyanoethylene
Wiering, Petrus G.,Steinberg, Herbert
, p. 394 - 397 (2007/10/02)
The pressure dependence of the (2 + 2) cycloaddition of ethoxycyclopropane 1 to tetracyanoethylene in various solvents has been studied.Only 3-ethoxy-1,1,2,2-cyclopentanetetracarbonitrile 2 is formed in p-dioxane and acetonitrile.The reaction in benzene, however, also gives rise to the ring-opened enol ether 4E/Z, which rapidly reacts further with TCNE.The volume of activation is found to be -29.2 cm3/mole (CH3CN) and -33.7 cm3/mole (p-dioxane).These findings point to a two-step cycloaddition mechanism involving a dipolar transition state.