Institut für Chemie, Otto-von-Guericke-Universität Magdeburg, Universitätsplatz 2, 39106 Magdeburg, Germany.
Chemistry. 2012 Nov 26;18(48):15504-11. doi: 10.1002/chem.201202414. Epub 2012 Oct 5.
Ruthenium-catalyzed allylation-cyclization reactions of cyclic 1,3-dicarbonyl compounds with 1-vinyl propargyl alcohols that lead to diverse carbo- or heterocyclic products in a one-pot cascade process are reported. These mechanistically distinct reactions are catalyzed by a single ruthenium(0) complex that contains a redox-coupled dienone ligand. The reaction pathway strongly depends on the substrate substitution pattern, which determines the mode of activation of the 1-vinyl propargyl alcohol. The environmentally benign process, which generates water as the only waste product, is of wide scope and allows the atom-economic synthesis of highly functionalized furans, pyrans, and spirocarbocycles.
报道了一种新型的一锅多步串联反应，即通过钌催化的环状 1,3-二羰基化合物与 1-乙烯基丙炔醇的烯丙基-环化反应，生成多种碳环或杂环产物。这些具有不同反应机理的反应是由一个包含氧化还原偶联二酮配体的单一钌(0)配合物催化的。反应途径强烈依赖于底物的取代模式，这决定了 1-乙烯基丙炔醇的活化方式。该环境友好的过程只生成水作为唯一的副产物，具有广泛的应用范围，可以实现高度官能化的呋喃、吡喃和螺环碳环的原子经济性合成。
