Cascade Hydroamination/Redox Reaction for the Synthesis of Cyclic Aminals Catalyzed by a Combined Gold Complex and BrOnsted Acid

被引:85
作者
He, Yu-Ping [1 ,2 ]
Wu, Hua [1 ,2 ]
Chen, Dian-Feng [1 ,2 ]
Yu, Jie [1 ,2 ]
Gong, Liu-Zhu [1 ,2 ]
机构
[1] Univ Sci & Technol China, Hefei Natl Lab Phys Sci Microscale, Hefei 230026, Peoples R China
[2] Univ Sci & Technol China, Dept Chem, Hefei 230026, Peoples R China
关键词
asymmetric catalysis; BrOnsted acid; cyclic aminals; gold; stereoselectivity; H BOND FUNCTIONALIZATION; ENANTIOSELECTIVE ALPHA-TRIFLUOROMETHYLATION; TRANSITION-METAL; RELAY CATALYSIS; COOPERATIVE CATALYSIS; ASYMMETRIC-SYNTHESIS; ALLYLIC ALKYLATION; PHOSPHORIC-ACID; ACTIVATION; ORGANOCATALYSIS;
D O I
10.1002/chem.201300052
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Relay catalysis: An unprecedented protocol for the synthesis of cyclic aminals has been realized under the relay catalysis of a gold(I)/Brønsted acid binary system to generate cyclic aminals in excellent yields of up to 99 % with moderate to high diastereoselectivity (see scheme; up to 95:5 d.r.). Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:5232 / 5237
页数:6
相关论文
共 119 条
[1]   Stronger bronsted acids [J].
Akiyama, Takahiko .
CHEMICAL REVIEWS, 2007, 107 (12) :5744-5758
[2]   The Productive Merger of Iodonium Salts and Organocatalysis: A Non-photolytic Approach to the Enantioselective α-Trifluoromethylation of Aldehydes [J].
Allen, Anna E. ;
MacMillan, David W. C. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (14) :4986-+
[3]  
[Anonymous], ANGEW CHEM
[4]  
[Anonymous], 2011, ANGEW CHE
[5]  
[Anonymous], 2011, ANGEW CHE
[6]  
[Anonymous], 2007, ANGEW CHEM
[7]  
[Anonymous], ANGEW CHEM
[8]  
[Anonymous], 2011, ANGEW CHEM, DOI [DOI 10.1002/ANGE.201105485, 10.1002/ange.201105485]
[9]  
[Anonymous], 2009, ANGEW CHEM
[10]   Alternative synthetic methods through new developments in catalysis by gold [J].
Arcadi, Antonio .
CHEMICAL REVIEWS, 2008, 108 (08) :3266-3325