Cobalt-Catalyzed Regio- and Enantioselective Allylic Amination

被引：86
|
作者：
Ghorai, Samir [1 ]
Chirke, Sahadev Shrihari [1 ]
Xu, Wen-Bin [1 ]
Chen, Jia-Feng [1 ]
Li, Changkun [1 ,2 ]
机构：
[1] Shanghai Jiao Tong Univ, Sch Chem & Chem Engn, Shanghai Key Lab Mol Engn Chiral Drugs, 800 Dongchuan Rd, Shanghai 200240, Peoples R China
[2] Beijing Natl Lab Mol Sci, Beijing 100871, Peoples R China
来源：
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2019年 / 141卷 / 29期
基金：
中国国家自然科学基金;
关键词：
ALLYLATION; LIGANDS; HYDROGENATION; REDUCTION; COMPLEXES; ENANTIO;
D O I：
10.1021/jacs.9b06035
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The first earth-abundant cobalt-catalyzed highly branched- and enantioselective allylic amination of racemic branched allylic carbonates bearing alkyl groups with both aromatic and aliphatic amines has been developed. The process allows rapid access of allylic amines in high yields with exclusively branched selectivity and excellent enantioselectivities (normally 99% ee) under mild reaction conditions.
引用
收藏
页码：11430 / 11434
页数：5
相关论文
共 50 条
  • [41] Rhodium-Catalyzed Regio- and Enantioselective Allylic Sulfonylation from Sulfonyl Hydrazides
    Rehman, Sajid Ur
    Li, Changkun
    [J]. ORGANIC LETTERS, 2023, 25 (20) : 3693 - 3697
  • [42] Pd-Catalyzed regio- and enantioselective allylic substitution with 2-pyridones
    Khan, Sardaraz
    Shah, Babar Hussain
    Khan, Ijaz
    Li, Meiqi
    Zhang, Yong Jian
    [J]. CHEMICAL COMMUNICATIONS, 2019, 55 (87) : 13168 - 13171
  • [43] Catalytic Regio- and Enantioselective Haloazidation of Allylic Alcohols
    Seidl, Frederick J.
    Min, Chang
    Lopez, Jovan A.
    Burns, Noah Z.
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2018, 140 (46) : 15646 - 15650
  • [44] Iridium-catalyzed regio- and enantioselective allylic alkylation of fluorobis(phenylsulfonyl)methane
    Liu, Wen-Bo
    Zheng, Sheng-Cai
    He, Hu
    Zhao, Xiao-Ming
    Dai, Li-Xin
    You, Shu-Li
    [J]. CHEMICAL COMMUNICATIONS, 2009, (43) : 6604 - 6606
  • [45] Cobalt-catalyzed regio- and diastereoselective carbocyclization/arylation of 1,5-bisallenes
    Wang, Tao
    Huang, Hua
    Guan, Ji-Xun
    An, Xiao-Die
    Tan, Yun-Xuan
    Tian, Ping
    [J]. Organic Chemistry Frontiers, 2024, 12 (03) : 886 - 891
  • [46] Highly Chemo-, Regio-, and Stereoselective Cobalt-Catalyzed Markovnikov Hydrosilylation of Alkynes
    Guo, Jun
    Lu, Zhan
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2016, 55 (36) : 10835 - 10838
  • [47] Cobalt-catalyzed regio- and stereoselective allylzincation of 1-phenyl-1-alkynes
    Nishikawa, T
    Yorimitsu, H
    Oshima, K
    [J]. SYNLETT, 2004, (09) : 1573 - 1574
  • [48] Ruthenium-Catalyzed Regio- and Enantioselective Allylic Substitution with Water: Direct Synthesis of Chiral Allylic Alcohols
    Kanbayashi, Naoya
    Onitsuka, Kiyotaka
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (22) : 5197 - 5199
  • [49] Co-Catalyzed Direct Regio- and Enantioselective Intermolecular γ-Amination of N-Acylpyrazoles
    Fu, Xin
    Hao, Yu
    Bai, He-Yuan
    Duan, Abing
    Zhang, Shu-Yu
    [J]. ORGANIC LETTERS, 2021, 23 (01) : 25 - 30
  • [50] ORGN 129-Iridium(I)-catalyzed regio- and enantioselective decarboxylative allylic etherification
    Singh, Om V.
    Han, Hyunsoo
    [J]. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2006, 232
12345