5614-38-0Relevant academic research and scientific papers
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.
REACTIONS OF DIAZOALKANES WITH UNSATURATED COMPOUNDS. 7. CATALYTICAL CYCLOPROPANATION OF 1-ALKOXY-, 1-ACETOXY-, AND 1-(TRIMETHYLSILYLOXY)BUTA-1,3-DIENES WITH DIAZOMETHANE
Tomilov, Yu. V.,Kostitsyn, A. B.,Shulishov, E. V.,Khusid, A. Kh.,Nefedov, O. M.
, p. 2513 - 2517 (2007/10/02)
Cyclopropanation of 1-butadienyl ethers or esters with diazomethane proceeds selectively in the presence of (PhCN)2PdCl2, as opposed to CuCl, at the less polar terminal double bond in these dienes when the molar proportions of reactants and catalysts are 1:(1.3-2):(0.002-0.005) to give the 2-cyclopropylvinyl ethers or esters in yields of 80-85percent.
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.
