Enantioselective synthesis of isoquinoline-1,3(2<i>H</i>,4<i>H</i>)-dione derivatives <i>via</i> a chiral phosphoric acid catalyzed aza-Friedel–Crafts reaction
作者:Yong You、Wen-Ya Lu、Ke-Xin Xie、Jian-Qiang Zhao、Zhen-Hua Wang、Wei-Cheng Yuan
DOI:10.1039/c9cc04057a
日期:——
A highly enantioselective aza-Friedel–Crafts reaction of structurally new ketimines with indoles and pyrrole is developed by using a chiral phosphoric acid as the catalyst. This protocol enables the first enantioselective synthesis of isoquinoline-1,3(2H,4H)-dione derivatives in good to excellent yields (up to 99% yield) and excellent enantioselectivities (up to >99% ee).
通过使用手性磷酸作为催化剂,开发了结构新的酮亚胺与吲哚和吡咯的高度对映选择性的氮杂-Friedel-Crafts反应。该方案使异喹啉-1,3(2 H,4 H)-二酮衍生物的首次对映选择性合成具有良好至优异的产率(高达99%的产率)和优异的对映选择性(高达> 99%ee)。