anes gave α-bromocyclopropylmagnesium chloride compounds. When the reaction is carried out at room temperature, these are unstable and carbene-derived products are obtained. At about −70° these reagents are stable and can be used in synthesis. Protolysis gives a mixture of syn and anti isomers when these are possible, but when these Grignardreagents are treated with trimethyltin chloride, only the
The Pyrolysis of Halocyclopropanes at High Temperatures
作者:Teruzo Asahara、Katsumichi Ono、Kazuki Tanaka
DOI:10.1246/bcsj.44.1130
日期:1971.4
The pyrolysis reactions of dihalocyclopropanes and monohalocyclopropanes were carried out at 200–400°C. Bromo-substituted cyclopropanes were readily decomposed in this temperature range. In all cases, the pyrolysis products were ring-opened olefinic hydrocarbons. As for the monohalocyclopropanes, the reactions proceed in a stereospecific manner. The possible mechanism was discussed in terms of the
Reaction of cyclopropylcarbene–metal complexes with nucleophiles, halogens and HX
作者:Margaret D. Reid、Liz Tirado、Jianwei Zhang、Nwamara Dike、James W. Herndon
DOI:10.1016/j.jorganchem.2005.07.044
日期:2005.12
The reaction of halogens, pseudohalogens, and HX with cyclopropyl(phenylthio)carbene-chromium complexes leads to the formation of 1,4-dihalo-1-thiophenyl-1-butene systems with a moderate-high degree of stereocontrol in the formation of the alkene. A mechanism involving electrophilic activation of the carbene complex followed by nucleophilic attack at the cyclopropane carbon has been proposed.