Organic Chemistry, Dortmund University of Technology , Otto-Hahn-Strasse 6, D-44227 Dortmund, Germany.
Org Lett. 2014 Feb 7;16(3):724-6. doi: 10.1021/ol403402h. Epub 2014 Jan 16.
The first examples of gold-catalyzed cyclizations of diols and triols to the corresponding hetero- or spirocycles in an aqueous medium are presented. These reactions take place within nanomicelles, where the hydrophobic effect is operating, thereby driving the dehydrations, notwithstanding the surrounding water. By the addition of simple salts such as sodium chloride, reaction times and catalyst loadings can be significantly decreased.
本文首次报道了在水相介质中,二醇和三醇在金催化作用下发生环化反应,生成相应的杂环或螺环化合物的实例。这些反应发生在纳米胶束中,疏水作用在此起主导作用,尽管周围环境是水,但仍能促使脱水反应发生。通过添加氯化钠等简单盐,可显著缩短反应时间并降低催化剂的用量。