General approach for the synthesis of polyquinenes the weiss reaction. Preparation of the chiral tetracyclo [6.6.0.01,5.08,12]tetradecane-3,6,10,13,-tetraene
作者:M. Venkatachalam、M. Jawdosiuk、M. Deshpande、J.M. Cook
DOI:10.1016/s0040-4039(00)95073-1
日期:1985.1
of , followed by hydroboration and the HMPA mediated dehydration of four hydroxyl groups has resulted in the facile synthesis of the chiral polyquinene, tetracyclo[6.6.0.01,5.08,12]-tetradecane-3,6,10,13-tetraene . This method completely avoids the troublesome fragmentation reactions earlier encountered when the strained tetraone was reacted with nucleophilic reagents.
醛醇缩合法构筑四氢呋喃的四环聚喹烷骨架,然后进行硼氢化和HMPA介导的四个羟基的脱水反应,导致手性聚喹啉四环[6.6.0.0 1,5 .0 8,12 ] -十四烷的合成很容易。-3,6,10,13-四烯。该方法完全避免了在应变四酮与亲核试剂反应时较早遇到的麻烦的片段化反应。