The inexpensive additive N-methylmorpholine effectively decreases the equivalents of nucleophiles in the catalytic highly enantioselective arylation of aryl aldehydes

被引:13
|
作者
Wang, Pei [1 ]
Liu, Yue [1 ]
Zhang, Ya-Lun [1 ]
Da, Chao-Shan [1 ,2 ]
机构
[1] Lanzhou Univ, Inst Biochem & Mol Biol, Sch Life Sci, Lanzhou 730000, Peoples R China
[2] Lanzhou Univ, State Key Lab Organ Chem, Lanzhou, Peoples R China
基金
中国国家自然科学基金;
关键词
aryl aldehydes; arylation; asymmetric catalysis; NMM; triarylaluminum; ASYMMETRIC ARYLATION; GRIGNARD-REAGENTS; PHENYL TRANSFER; BORONIC ACIDS; ZINC EXCHANGE; IN-SITU; DERIVATIVES; ALCOHOLS; BROMIDES; DIARYLMETHANOLS;
D O I
10.1002/chir.22709
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Highly enantioselective arylation of aryl aldehydes catalyzed by (S)-H-8-BINOL-Ti(Oi-Pr)(2) complex in the presence of N-methylmorpholine (NMM) as an effective and inexpensive additive is described for the first time. We found high enantioselectivity and yield but successfully reduced the equivalents of nucleophiles triarylaluminums by 50% compared with our previous report. The practicability of the process was thereby greatly increased.
引用
收藏
页码:443 / 450
页数:8
相关论文
共 1 条
  • [1] Aryl Bromides as Inexpensive Starting Materials in the Catalytic Enantioselective Arylation of Aryl Aldehydes: The Additive TMEDA Enhances the Enantioselectivity
    Yang, Yong-Xin
    Liu, Yue
    Zhang, Lei
    Jia, Yan-E
    Wang, Pei
    Zhuo, Fang-Fang
    An, Xian-Tao
    Da, Chao-Shan
    JOURNAL OF ORGANIC CHEMISTRY, 2014, 79 (21): : 10696 - 10702