Design of Planar Chiral Phosphoric Acids with a [2.2]Paracyclophanyl Backbone as Organocatalysts for the Highly Enantioselective Aza-Friedel-Crafts Reaction

被引：28
作者：
Xie, En [1 ]
Huang, Shaoying [1 ]
Lin, Xufeng [1 ]
机构：
[1] Zhejiang Univ, Dept Chem, Hangzhou 310027, Zhejiang, Peoples R China
来源：
ORGANIC LETTERS | 2019年 / 21卷 / 10期
基金：
中国国家自然科学基金;
关键词：
TRIFLUOROMETHYLATED QUATERNARY STEREOCENTERS; BRONSTED ACID; ASYMMETRIC-SYNTHESIS; INDOLES; DERIVATIVES; CATALYSIS; IMINES; ACTIVATION; SCAFFOLDS;
D O I：
10.1021/acs.orglett.9b01127
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A new type of robust planar chiral phosphoric acid bearing a [2.2]paracyclophane scaffold was synthesized and shown to be an optimal catalyst in asymmetric aza-Friedel-Crafts reactions for the first synthesis of enantioenriched styryl indolylmethanamine derivatives in good yields with excellent enantioselectivities (93->99% ee) under 0.5-1 mol % catalyst loading.
引用
收藏
页码：3682 / 3686
页数：5
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