State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou, Gansu, 730000, PR China.
J Org Chem. 2012 Sep 21;77(18):8367-73. doi: 10.1021/jo301533f. Epub 2012 Sep 10.
A concise synthesis of the tetracyclic core (ABCE rings) of daphenylline has been accomplished involving a benzobicyclo[3.3.1] lactam as the key intermediate. This bridged bicyclic intermediate was efficiently constructed via a Brønsted acid promoted intramolecular Friedel-Crafts type Michael addition of a δ-benzyl α,β-unsaturated δ-lactam.
已完成了阿朴啡(daphenylline)四环核心(ABCE 环)的简洁合成,涉及苯并双环[3.3.1]内酰胺作为关键中间体。该桥环双环中间体是通过布朗斯特酸促进的δ-苄基α,β-不饱和δ-内酰胺的分子内 Friedel-Crafts 型迈克尔加成反应有效地构建的。