Feldman Ken S, Fodor Matthew D
Department of Chemistry, The Pennsylvania State University, University Park, Pennsylvania 16802, USA.
J Org Chem. 2009 May 1;74(9):3449-61. doi: 10.1021/jo900283g.
The sponge-derived alkaloid dibromoagelaspongin was prepared from a dihydrooroidin derivative by exploiting the Pummerer reaction twice in succession. Oxidative cyclization of the substrate's pyrrole-2-carboxamide function into the imidazole moiety was achieved in a regiospecific manner to establish both C-N bonds to C(6) of the target.
海绵来源的生物碱二溴阿盖海绵素是由二氢奥罗定衍生物通过连续两次利用普默勒尔反应制备而成。底物的吡咯 - 2 - 甲酰胺官能团以区域特异性方式氧化环化形成咪唑部分，从而在目标物的C(6)上建立两个C - N键。
