共 292 条
Recent Advances in Catalytic Asymmetric Construction of Atropisomers
被引:645
作者:

Cheng, Jun Kee
论文数: 0 引用数: 0
h-index: 0
机构:
Southern Univ Sci & Technol, Dept Chem, Shenzhen 518055, Peoples R China
Southern Univ Sci & Technol, Shenzhen Grubbs Inst, Shenzhen 518055, Peoples R China Southern Univ Sci & Technol, Dept Chem, Shenzhen 518055, Peoples R China

Xiang, Shao-Hua
论文数: 0 引用数: 0
h-index: 0
机构:
Southern Univ Sci & Technol, Dept Chem, Shenzhen 518055, Peoples R China
Southern Univ Sci & Technol, Shenzhen Grubbs Inst, Shenzhen 518055, Peoples R China
Southern Univ Sci & Technol, Acad Adv Interdisciplinary Studies, Shenzhen 518055, Peoples R China Southern Univ Sci & Technol, Dept Chem, Shenzhen 518055, Peoples R China

Li, Shaoyu
论文数: 0 引用数: 0
h-index: 0
机构:
Southern Univ Sci & Technol, Dept Chem, Shenzhen 518055, Peoples R China
Southern Univ Sci & Technol, Shenzhen Grubbs Inst, Shenzhen 518055, Peoples R China
Southern Univ Sci & Technol, Acad Adv Interdisciplinary Studies, Shenzhen 518055, Peoples R China Southern Univ Sci & Technol, Dept Chem, Shenzhen 518055, Peoples R China

Ye, Liu
论文数: 0 引用数: 0
h-index: 0
机构:
Southern Univ Sci & Technol, Dept Chem, Shenzhen 518055, Peoples R China
Southern Univ Sci & Technol, Shenzhen Grubbs Inst, Shenzhen 518055, Peoples R China
Southern Univ Sci & Technol, Acad Adv Interdisciplinary Studies, Shenzhen 518055, Peoples R China Southern Univ Sci & Technol, Dept Chem, Shenzhen 518055, Peoples R China

Tan, Bin
论文数: 0 引用数: 0
h-index: 0
机构:
Southern Univ Sci & Technol, Dept Chem, Shenzhen 518055, Peoples R China
Southern Univ Sci & Technol, Shenzhen Grubbs Inst, Shenzhen 518055, Peoples R China Southern Univ Sci & Technol, Dept Chem, Shenzhen 518055, Peoples R China
机构:
[1] Southern Univ Sci & Technol, Dept Chem, Shenzhen 518055, Peoples R China
[2] Southern Univ Sci & Technol, Shenzhen Grubbs Inst, Shenzhen 518055, Peoples R China
[3] Southern Univ Sci & Technol, Acad Adv Interdisciplinary Studies, Shenzhen 518055, Peoples R China
基金:
中国国家自然科学基金;
关键词:
DYNAMIC-KINETIC RESOLUTION;
AXIALLY CHIRAL BIARYLS;
ALDOL CONDENSATION SYNTHESIS;
ENANTIOSELECTIVE SYNTHESIS;
ATROPOSELECTIVE SYNTHESIS;
NATURAL-PRODUCTS;
COUPLING REACTIONS;
RATIONAL DESIGN;
INTRAMOLECULAR HYDROARYLATION;
BIFUNCTIONAL ORGANOCATALYSTS;
D O I:
10.1021/acs.chemrev.0c01306
中图分类号:
O6 [化学];
学科分类号:
0703 ;
摘要:
Atropisomerism is a stereochemical behavior portrayed by three-dimensional molecules that bear rotationally restricted sigma bond. Akin to the well-represented point-chiral molecules, atropisomerically chiral compounds are finding increasing utilities in many disciplines where molecular asymmetry is influential. This provides steady demand on atroposelective synthesis, where numerous synthetic pursuits have been rewarded with conceptually novel and streamlined methods while expanding the structural diversity of atropisomers. This review summarizes key achievements in stereoselective preparation of biaryl, heterobiaryl, and nonbiaryl atropisomers documented between 2015 and 2020. Emphasis is placed on the synthetic strategies for each structural class, while examples are cited to illustrate the potential applications of the accessed atropochiral targets.
引用
收藏
页码:4805 / 4902
页数:98
相关论文
共 292 条
- [1] Restricted rotation in aryl olefins I Preparation and resolution of beta-chloro-beta-(2,4,6-trimethyl-3-bromophenyl)-alpha-methylacrylic acid[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1940, 62 : 53 - 56Adams, R论文数: 0 引用数: 0 h-index: 0机构: Univ Illinois, Noyes Chem Lab, Urbana, IL USA Univ Illinois, Noyes Chem Lab, Urbana, IL USAMiller, MW论文数: 0 引用数: 0 h-index: 0机构: Univ Illinois, Noyes Chem Lab, Urbana, IL USA Univ Illinois, Noyes Chem Lab, Urbana, IL USA
- [2] Stronger bronsted acids[J]. CHEMICAL REVIEWS, 2007, 107 (12) : 5744 - 5758Akiyama, Takahiko论文数: 0 引用数: 0 h-index: 0机构: Gakushuin Univ, Fac Sci, Dept Chem, Toshima Ku, Tokyo 1718588, Japan Gakushuin Univ, Fac Sci, Dept Chem, Toshima Ku, Tokyo 1718588, Japan
- [3] Asymmetric Synthesis of Axially Chiral Benzocarbazole Derivatives Based on Catalytic Enantioselective Hydroarylation of Alkynes[J]. ORGANIC LETTERS, 2018, 20 (16) : 4796 - 4800论文数: 引用数: h-index:机构:论文数: 引用数: h-index:机构:论文数: 引用数: h-index:机构:Igawa, Kazunobu论文数: 0 引用数: 0 h-index: 0机构: Kyushu Univ, Inst Mat Chem & Engn, 6-1 Kasuga Koen, Kasuga, Fukuoka 8168580, Japan Kumamoto Univ, Fac Adv Sci & Technol, Dept Chem, Chuo Ku, 2-39-1 Kurokami, Kumamoto 8608555, JapanTomooka, Katsuhiko论文数: 0 引用数: 0 h-index: 0机构: Kyushu Univ, Inst Mat Chem & Engn, 6-1 Kasuga Koen, Kasuga, Fukuoka 8168580, Japan Kumamoto Univ, Fac Adv Sci & Technol, Dept Chem, Chuo Ku, 2-39-1 Kurokami, Kumamoto 8608555, JapanIrie, Ryo论文数: 0 引用数: 0 h-index: 0机构: Kumamoto Univ, Fac Adv Sci & Technol, Dept Chem, Chuo Ku, 2-39-1 Kurokami, Kumamoto 8608555, Japan Kumamoto Univ, Fac Adv Sci & Technol, Dept Chem, Chuo Ku, 2-39-1 Kurokami, Kumamoto 8608555, Japan
- [4] Catalytic atropo-enantioselective reduction of biaryl lactones to axially chiral biaryl compounds[J]. ORGANIC LETTERS, 2008, 10 (12) : 2521 - 2524Ashizawa, Tomoko论文数: 0 引用数: 0 h-index: 0机构: Keio Univ, Dept Chem, Yokohama, Kanagawa 2238522, Japan Keio Univ, Dept Chem, Yokohama, Kanagawa 2238522, JapanTanaka, Saiko论文数: 0 引用数: 0 h-index: 0机构: Keio Univ, Dept Chem, Yokohama, Kanagawa 2238522, Japan Keio Univ, Dept Chem, Yokohama, Kanagawa 2238522, JapanYamada, Tohru论文数: 0 引用数: 0 h-index: 0机构: Keio Univ, Dept Chem, Yokohama, Kanagawa 2238522, Japan Keio Univ, Dept Chem, Yokohama, Kanagawa 2238522, Japan
- [5] Catalytic atropo-Enantioselective Preparation of Axially Chiral Biaryl Compounds[J]. CHEMISTRY LETTERS, 2009, 38 (03) : 246 - 247Ashizawa, Tomoko论文数: 0 引用数: 0 h-index: 0机构: Keio Univ, Fac Sci & Technol, Dept Chem, Kohoku Ku, Yokohama, Kanagawa 2238522, Japan Keio Univ, Fac Sci & Technol, Dept Chem, Kohoku Ku, Yokohama, Kanagawa 2238522, JapanYamada, Tohru论文数: 0 引用数: 0 h-index: 0机构: Keio Univ, Fac Sci & Technol, Dept Chem, Kohoku Ku, Yokohama, Kanagawa 2238522, Japan Keio Univ, Fac Sci & Technol, Dept Chem, Kohoku Ku, Yokohama, Kanagawa 2238522, Japan
- [6] Double-Stereodifferentiation in Rhodium-Catalyzed [2+2+2] Cycloaddition: Chiral Ligand/Chiral Counterion Matched Pair[J]. ORGANIC LETTERS, 2015, 17 (15) : 3754 - 3757Auge, Mylene论文数: 0 引用数: 0 h-index: 0机构: Sorbonne Univ, Univ Paris 06, Inst Parisien Chim Mol, UMR CNRS 8232, F-75252 Paris 05, France Sorbonne Univ, Univ Paris 06, Inst Parisien Chim Mol, UMR CNRS 8232, F-75252 Paris 05, FranceFeraldi-Xypolia, Alexandra论文数: 0 引用数: 0 h-index: 0机构: Sorbonne Univ, Univ Paris 06, Inst Parisien Chim Mol, UMR CNRS 8232, F-75252 Paris 05, France Sorbonne Univ, Univ Paris 06, Inst Parisien Chim Mol, UMR CNRS 8232, F-75252 Paris 05, FranceBarbazanges, Marion论文数: 0 引用数: 0 h-index: 0机构: Sorbonne Univ, Univ Paris 06, Inst Parisien Chim Mol, UMR CNRS 8232, F-75252 Paris 05, France Sorbonne Univ, Univ Paris 06, Inst Parisien Chim Mol, UMR CNRS 8232, F-75252 Paris 05, FranceAubert, Corinne论文数: 0 引用数: 0 h-index: 0机构: Sorbonne Univ, Univ Paris 06, Inst Parisien Chim Mol, UMR CNRS 8232, F-75252 Paris 05, France Sorbonne Univ, Univ Paris 06, Inst Parisien Chim Mol, UMR CNRS 8232, F-75252 Paris 05, FranceFensterbank, Louis论文数: 0 引用数: 0 h-index: 0机构: Sorbonne Univ, Univ Paris 06, Inst Parisien Chim Mol, UMR CNRS 8232, F-75252 Paris 05, France Sorbonne Univ, Univ Paris 06, Inst Parisien Chim Mol, UMR CNRS 8232, F-75252 Paris 05, FranceGandon, Vincent论文数: 0 引用数: 0 h-index: 0机构: Univ Paris 11, UMR CNRS 8182, ICMMO, F-91405 Orsay, France Sorbonne Univ, Univ Paris 06, Inst Parisien Chim Mol, UMR CNRS 8232, F-75252 Paris 05, FranceKolodziej, Emilie论文数: 0 引用数: 0 h-index: 0机构: Univ Paris 11, UMR CNRS 8182, ICMMO, F-91405 Orsay, France Sorbonne Univ, Univ Paris 06, Inst Parisien Chim Mol, UMR CNRS 8232, F-75252 Paris 05, FranceOllivier, Cyril论文数: 0 引用数: 0 h-index: 0机构: Sorbonne Univ, Univ Paris 06, Inst Parisien Chim Mol, UMR CNRS 8232, F-75252 Paris 05, France Sorbonne Univ, Univ Paris 06, Inst Parisien Chim Mol, UMR CNRS 8232, F-75252 Paris 05, France
- [7] Highly atroposelective synthesis of nonbiaryl naphthalene-1,2-diamine N-C atropisomers through direct enantioselective C-H amination[J]. NATURE COMMUNICATIONS, 2019, 10 (1)Baig, He-Yuan论文数: 0 引用数: 0 h-index: 0机构: Shanghai Jiao Tong Univ, Shanghai Key Lab Mol Engineer Chiral Drugs, Shanghai 200240, Peoples R China Shanghai Jiao Tong Univ, Sch Chem & Chem Engn, Shanghai 200240, Peoples R China Shanghai Jiao Tong Univ, Shanghai Key Lab Mol Engineer Chiral Drugs, Shanghai 200240, Peoples R ChinaTan, Fu-Xin论文数: 0 引用数: 0 h-index: 0机构: Shanghai Jiao Tong Univ, Shanghai Key Lab Mol Engineer Chiral Drugs, Shanghai 200240, Peoples R China Shanghai Jiao Tong Univ, Sch Chem & Chem Engn, Shanghai 200240, Peoples R China Shanghai Jiao Tong Univ, Shanghai Key Lab Mol Engineer Chiral Drugs, Shanghai 200240, Peoples R ChinaLiu, Tuan-Qing论文数: 0 引用数: 0 h-index: 0机构: Shanghai Jiao Tong Univ, Shanghai Key Lab Mol Engineer Chiral Drugs, Shanghai 200240, Peoples R China Shanghai Jiao Tong Univ, Sch Chem & Chem Engn, Shanghai 200240, Peoples R China Shanghai Jiao Tong Univ, Shanghai Key Lab Mol Engineer Chiral Drugs, Shanghai 200240, Peoples R ChinaZhu, Guo-Dong论文数: 0 引用数: 0 h-index: 0机构: Shanghai Jiao Tong Univ, Shanghai Key Lab Mol Engineer Chiral Drugs, Shanghai 200240, Peoples R China Shanghai Jiao Tong Univ, Sch Chem & Chem Engn, Shanghai 200240, Peoples R China Shanghai Jiao Tong Univ, Shanghai Key Lab Mol Engineer Chiral Drugs, Shanghai 200240, Peoples R ChinaTian, Jin-Miao论文数: 0 引用数: 0 h-index: 0机构: Shanghai Jiao Tong Univ, Shanghai Key Lab Mol Engineer Chiral Drugs, Shanghai 200240, Peoples R China Shanghai Jiao Tong Univ, Sch Chem & Chem Engn, Shanghai 200240, Peoples R China Shanghai Jiao Tong Univ, Shanghai Key Lab Mol Engineer Chiral Drugs, Shanghai 200240, Peoples R ChinaDing, Tong-Mei论文数: 0 引用数: 0 h-index: 0机构: Shanghai Jiao Tong Univ, Shanghai Key Lab Mol Engineer Chiral Drugs, Shanghai 200240, Peoples R China Shanghai Jiao Tong Univ, Sch Chem & Chem Engn, Shanghai 200240, Peoples R China Shanghai Jiao Tong Univ, Shanghai Key Lab Mol Engineer Chiral Drugs, Shanghai 200240, Peoples R ChinaChen, Zhi-Min论文数: 0 引用数: 0 h-index: 0机构: Shanghai Jiao Tong Univ, Shanghai Key Lab Mol Engineer Chiral Drugs, Shanghai 200240, Peoples R China Shanghai Jiao Tong Univ, Sch Chem & Chem Engn, Shanghai 200240, Peoples R China Shanghai Jiao Tong Univ, Shanghai Key Lab Mol Engineer Chiral Drugs, Shanghai 200240, Peoples R ChinaZhang, Shu-Yu论文数: 0 引用数: 0 h-index: 0机构: Shanghai Jiao Tong Univ, Shanghai Key Lab Mol Engineer Chiral Drugs, Shanghai 200240, Peoples R China Shanghai Jiao Tong Univ, Sch Chem & Chem Engn, Shanghai 200240, Peoples R China Shanghai Jiao Tong Univ, Shanghai Key Lab Mol Engineer Chiral Drugs, Shanghai 200240, Peoples R China
- [8] Enantioselective Synthesis of Atropisomers with Multiple Stereogenic Axes[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2020, 59 (31) : 12623 - 12634Bao, Xiaoze论文数: 0 引用数: 0 h-index: 0机构: Zhejiang Univ Technol, Coll Pharmaceut Sci, Hangzhou 310014, Peoples R China Zhejiang Univ Technol, Collaborat Innovat Ctr Yangtze River Delta Reg Gr, Hangzhou 310014, Peoples R China Zhejiang Univ Technol, Coll Pharmaceut Sci, Hangzhou 310014, Peoples R ChinaRodriguez, Jean论文数: 0 引用数: 0 h-index: 0机构: Aix Marseille Univ, CNRS, Cent Marseille, iSm2, Marseille, France Zhejiang Univ Technol, Coll Pharmaceut Sci, Hangzhou 310014, Peoples R ChinaBonne, Damien论文数: 0 引用数: 0 h-index: 0机构: Aix Marseille Univ, CNRS, Cent Marseille, iSm2, Marseille, France Zhejiang Univ Technol, Coll Pharmaceut Sci, Hangzhou 310014, Peoples R China
- [9] Bidirectional enantioselective synthesis of bis-benzofuran atropisomeric oligoarenes featuring two distal C-C stereogenic axes[J]. CHEMICAL SCIENCE, 2020, 11 (02) : 403 - 408Bao, Xiaoze论文数: 0 引用数: 0 h-index: 0机构: Zhejiang Univ Technol, Coll Pharmaceut Sci, Hangzhou 310014, Zhejiang, Peoples R China Zhejiang Univ Technol, Collaborat Innovat Ctr Yangtze River Delta Reg Gr, Hangzhou 310014, Zhejiang, Peoples R China Zhejiang Univ Technol, Coll Pharmaceut Sci, Hangzhou 310014, Zhejiang, Peoples R ChinaRodriguez, Jean论文数: 0 引用数: 0 h-index: 0机构: Aix Marseille Univ, CNRS, Cent Marseille, iSm2, Marseille, France Zhejiang Univ Technol, Coll Pharmaceut Sci, Hangzhou 310014, Zhejiang, Peoples R ChinaBonne, Damien论文数: 0 引用数: 0 h-index: 0机构: Aix Marseille Univ, CNRS, Cent Marseille, iSm2, Marseille, France Zhejiang Univ Technol, Coll Pharmaceut Sci, Hangzhou 310014, Zhejiang, Peoples R China
- [10] Spontaneous transfer of chirality in an atropisomerically enriched two-axis system[J]. NATURE, 2014, 509 (7498) : 71 - 75Barrett, Kimberly T.论文数: 0 引用数: 0 h-index: 0机构: Yale Univ, Dept Chem, New Haven, CT 06520 USA Yale Univ, Dept Chem, New Haven, CT 06520 USAMetrano, Anthony J.论文数: 0 引用数: 0 h-index: 0机构: Yale Univ, Dept Chem, New Haven, CT 06520 USA Yale Univ, Dept Chem, New Haven, CT 06520 USARablen, Paul R.论文数: 0 引用数: 0 h-index: 0机构: Swarthmore Coll, Dept Chem & Biochem, Swarthmore, PA 19081 USA Yale Univ, Dept Chem, New Haven, CT 06520 USAMiller, Scott J.论文数: 0 引用数: 0 h-index: 0机构: Yale Univ, Dept Chem, New Haven, CT 06520 USA Yale Univ, Dept Chem, New Haven, CT 06520 USA