Highly enantioselective iridium-catalysed allylic aminations with anionic N-nucleophiles

被引:69
|
作者
Weihofen, R [1 ]
Dahnz, A [1 ]
Tverskoy, O [1 ]
Helmchen, GN [1 ]
机构
[1] Heidelberg Univ, Inst Organ Chem, D-69207 Heidelberg, Germany
关键词
D O I
10.1039/b505197e
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Iridium-catalysed allylic substitutions with anionic N-nucleophiles were achieved with regioselectivity of up to 49:1 and enantiomeric excess of up to 98%.
引用
收藏
页码:3541 / 3543
页数:3
相关论文
共 50 条
  • [1] First intramolecular enantioselective iridium-catalysed allylic aminations
    Welter, C
    Koch, O
    Lipowsky, G
    Helmchen, G
    CHEMICAL COMMUNICATIONS, 2004, (07) : 896 - 897
  • [2] Regio- and enantioselective iridium-catalysed allylic aminations and alkylations of dienyl esters
    Lipowsky, G
    Helmchen, G
    CHEMICAL COMMUNICATIONS, 2004, (01) : 116 - 117
  • [3] Enantioselective Iridium-Catalyzed Allylic Substitutions with Hydroxamic Acid Derivatives as N-Nucleophiles
    Gaertner, Martin
    Jaekel, Mascha
    Achatz, Manuel
    Sonnenschein, Christoph
    Tverskoy, Olena
    Helmchen, Guenter
    ORGANIC LETTERS, 2011, 13 (11) : 2810 - 2813
  • [4] Enantioselective synthesis of almorexant via iridium-catalysed intramolecular allylic amidation
    Fananas-Mastral, Martin
    Teichert, Johannes F.
    Fernandez-Salas, Jose Antonio
    Heijnen, Dorus
    Feringa, Ben L.
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2013, 11 (27) : 4521 - 4525
  • [5] Iridium-catalysed asymmetric allylic substitutions
    Helmchen, Guenter
    Dahnz, Axel
    Duebon, Pierre
    Schelwies, Mathias
    Weihofen, Robert
    CHEMICAL COMMUNICATIONS, 2007, (07) : 675 - 691
  • [6] Carbocycles via enantioselective inter- and intramolecular iridium-catalysed allylic alkylations
    Streiff, S
    Welter, C
    Schelwies, M
    Lipowsky, G
    Miller, N
    Helmchen, G
    CHEMICAL COMMUNICATIONS, 2005, (23) : 2957 - 2959
  • [7] Asymmetric synthesis of N,O-heterocycles via enantioselective iridium-catalysed intramolecular allylic amidation
    Zhao, Depeng
    Fananas-Mastral, Martin
    Chang, Mu-Chieh
    Otten, Edwin
    Feringa, Ben L.
    CHEMICAL SCIENCE, 2014, 5 (11) : 4216 - 4220
  • [8] Iridium-catalysed reductive allylic amination of α,β-unsaturated aldehydes
    Liu, Liang
    Luo, Renshi
    Tong, Jinghui
    Liao, Jianhua
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2024, 22 (03) : 585 - 589
  • [9] Recent advances and applications of iridium-catalysed asymmetric allylic substitution
    Tosatti, Paolo
    Nelson, Adam
    Marsden, Stephen P.
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2012, 10 (16) : 3147 - 3163
  • [10] Synthesis of α,β-unsaturated γ-lactams via asymmetric iridium-catalysed allylic substitution
    Spiess, Stephanie
    Berthold, Carola
    Weihofen, Robert
    Helmchen, Guenter
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2007, 5 (15) : 2357 - 2360