Chiral Phosphoric Acid Catalyzed Asymmetric Synthesis of Axially Chiral Compounds†

被引:128
作者
Da, Bing-Chao [1 ,2 ]
Xiang, Shao-Hua [1 ,2 ,3 ]
Li, Shaoyu [1 ,2 ,3 ]
Tan, Bin [1 ,2 ]
机构
[1] Southern Univ Sci & Technol, Dept Chem, Shenzhen 518055, Guangdong, Peoples R China
[2] Southern Univ Sci & Technol, Shenzhen Grubbs Inst, Shenzhen 518055, Guangdong, Peoples R China
[3] Southern Univ Sci & Technol, Acad Adv Interdisciplinary Studies, Shenzhen 518055, Guangdong, Peoples R China
基金
中国国家自然科学基金;
关键词
Axial chirality; Organocatalysis; Chiral phosphoric acid; Biaryls; Asymmetric synthesis; HIGHLY ATROPOSELECTIVE SYNTHESIS; NON-BIARYL ATROPISOMERS; BOND-FORMING REACTIONS; KINETIC RESOLUTION; RATIONAL DESIGN; BRONSTED ACIDS; CONSTRUCTION; ARYLATION; FUNCTIONALIZATION; 2-NAPHTHOLS;
D O I
10.1002/cjoc.202000751
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The well-defined conformational properties of axially chiral compounds bring extraordinary values to an assortment of bioactive molecules, advanced materials, organocatalysts as well as chiral ligands in asymmetric transformations. The demonstrated usefulness and untapped potential of axially chiral structural motifs stimulate increasing efforts to develop novel and efficient approaches for their preparation. In this regard, the chiral phosphoric acids broadly used in asymmetric Bronsted acid catalysis have shown high relevance for atroposelective synthesis as well. Our strong interest in reaction chemistry of atropisomers has established a rewarding research programme in our group. The course of studies will be recounted in this Account, with discussion focused on the use of chiral phosphoric acids to catalyze construction of several key axially chiral structures such as BINAM, BINOL, NOBIN, arylquinones, SPINOL, arylpyrrole analogues and axially chiral alkenes. What is the most favorite and original chemistry developed in your research group? Organocatalytic asymmetric arene C-H functionalization. What is the most important personality for scientific research? Persistence, smart thinking. What are your hobbies? Playing basketball, playing card. What's your favorite book(s)? The Ordinary World by the famous Chinese writer Yao Lu. Who influences you mostly in your life? My parents and my supervisors Prof. Guofu Zhong and Carlos F. Barbas III. How do you supervise your students? I advise my students to work smartly and work hard.
引用
收藏
页码:1787 / 1796
页数:10
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