Cobalt-catalyzed asymmetric hydroboration of aryl ketones with pinacolborane

被引：125
作者：
Guo, Jun [1 ]
Chen, Jianhui [1 ]
Lu, Zhan [1 ]
机构：
[1] Zhejiang Univ, Dept Chem, Hangzhou 310027, Zhejiang, Peoples R China
来源：
CHEMICAL COMMUNICATIONS | 2015年 / 51卷 / 26期
基金：
美国国家科学基金会;
关键词：
ENANTIOSELECTIVE BOROHYDRIDE REDUCTION; ALKENE HYDROBORATION; HYDROSILYLATION; IRON; CARBONYL; HYDROGENATION; COMPLEXES; ALKYNES; BORANE; CHEMO;
D O I：
10.1039/c5cc01084e
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The highly enantioselective cobalt-catalyzed hydroboration reaction of aryl ketones with HBpin was developed using iminopyridine oxazoline ligands. Halides, amines, ethers, sulfides, esters and amides are well tolerated under the mild reaction conditions, demonstrating its synthetic advantage. Substituted diaryl ketones could also be hydroborated with high enantioselectivity.
引用
收藏
页码：5725 / 5727
页数：3
相关论文
共 66 条
  • [1] Magnesium-catalysed hydroboration of aldehydes and ketones
    Arrowsmith, Merle
    Hadlington, Terrance J.
    Hill, Michael S.
    Kociok-Koehn, Gabriele
    [J]. CHEMICAL COMMUNICATIONS, 2012, 48 (38) : 4567 - 4569
  • [2] Enantioselective Synthesis of Alcohols and Amines by Iridium-Catalyzed Hydrogenation, Transfer Hydrogenation, and Related Processes
    Bartoszewicz, Agnieszka
    Ahlsten, Nanna
    Martin-Matute, Belen
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2013, 19 (23) : 7274 - 7302
  • [3] Blake AJ, 2000, CHEM-EUR J, V6, P3586, DOI 10.1002/1521-3765(20001002)6:19<3586::AID-CHEM3586>3.0.CO
  • [4] 2-S
  • [5] ASYMMETRIC CATALYSIS .75. ENANTIOSELECTIVE HYDROSILYLATION OF ACETOPHENONE WITH PYRIDINYLOXAZOLINE COBALT(I) COMPLEXES AS CATALYSTS
    BRUNNER, H
    AMBERGER, K
    [J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1991, 417 (03) : C63 - C65
  • [6] Cobalt-Catalyzed Cross-Coupling Reactions
    Cahiez, Gerard
    Moyeux, Alban
    [J]. CHEMICAL REVIEWS, 2010, 110 (03) : 1435 - 1462
  • [7] Chemo- and enantioselective hydrosilylation of carbonyl and imino groups. An emphasis on non-traditional catalyst systems
    Carpentier, JF
    Bette, V
    [J]. CURRENT ORGANIC CHEMISTRY, 2002, 6 (10) : 913 - 936
  • [8] Asymmetric cobalt catalysts for hydroboration of 1,1-disubstituted alkenes
    Chen, Jianhui
    Xi, Tuo
    Ren, Xiang
    Cheng, Biao
    Guo, Jun
    Lu, Zhan
    [J]. ORGANIC CHEMISTRY FRONTIERS, 2014, 1 (11): : 1306 - 1309
  • [9] Iminopyridine Oxazoline Iron Catalyst for Asymmetric Hydroboration of 1,1-Disubtituted Aryl Alkenes
    Chen, Jianhui
    Xi, Tuo
    Lu, Zhan
    [J]. ORGANIC LETTERS, 2014, 16 (24) : 6452 - 6455
  • [10] Cho BT, 2002, ALDRICHIM ACTA, V35, P3
1234567