De novo synthesis of inherently chiral heteracalix[4]aromatics from enantioselective macrocyclization enabled by chiral phosphoric acid-catalyzed intramolecular SNAr reaction

被引:14
作者
Li, Xing-Chi [1 ]
Cheng, Ying [1 ]
Wang, Xu-Dong [2 ]
Tong, Shuo [3 ]
Wang, Mei-Xiang [3 ]
机构
[1] Beijing Normal Univ, Coll Chem, Beijing 100875, Peoples R China
[2] Inst Chem, Chinese Acad Sci, Lab Mol Recognit & Funct, Beijing 100190, Peoples R China
[3] Tsinghua Univ, Dept Chem, MOE Key Lab Bioorgan Phosphorous Chem & Chem Biol, Beijing 100084, Peoples R China
基金
中国国家自然科学基金;
关键词
BRONSTED ACID; CALIXARENES SYNTHESIS; OPTICAL RESOLUTION; CLASSIFICATION;
D O I
10.1039/d3sc06436k
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
We report herein the synthesis of highly enantiopure inherently chiral N-3,O-calix[2]arene[2]triazines from enantioselective macrocyclization enabled by chiral phosphoric acid-catalyzed intramolecular nucleophilic aromatic substitution reaction. In contrast to documented examples, the inherent chirality of the acquired compounds arises from one heteroatom difference in the linking positions of heteracalix[4](het)arenes.
引用
收藏
页码:3610 / 3615
页数:6
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