Cobalt-Catalyzed Diastereoselective and Enantioselective Hydrosilylation of Achiral Cyclopropenes

被引:30
|
作者
Dian, Longyang [1 ]
Marek, Ilan [1 ]
机构
[1] Technion Israel Inst Technol, Schulich Fac Chem, IL-3200009 Haifa, Israel
基金
以色列科学基金会;
关键词
SIMMONS-SMITH REACTION; DOMINO REACTIONS; CYCLOPROPANATION; HYDROBORATION; AMINOCYCLOPROPANES; CARBOMAGNESIATION; ALCOHOLS; ACCESS;
D O I
10.1021/acs.orglett.0c01833
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A mild diastereoselective and enantioselective cobalt-catalyzed hydrosilylation reaction of achiral cyclopropenes has been developed. In this protocol, various substituted cyclopropenes and arylsilanes were transformed, in the presence of readily available chiral cobalt complex, into silylcyclopropanes with high selectivities.
引用
收藏
页码:4914 / 4918
页数:5
相关论文
共 50 条
  • [1] Highly Enantioselective Cobalt-Catalyzed Hydrosilylation of Alkenes
    Cheng, Biao
    Lu, Peng
    Zhang, Heyi
    Cheng, Xinpeng
    Lu, Zhan
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2017, 139 (28) : 9439 - 9442
  • [2] Cobalt-Catalyzed Diastereo- and Enantioselective Hydroalkylation of Cyclopropenes with Cobalt Homoenolates
    Huang, Wei
    Meng, Fanke
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2021, 60 (05) : 2694 - 2698
  • [3] Iminophenyl Oxazolinylphenylamine for Enantioselective Cobalt-Catalyzed Hydrosilylation of Aryl Ketones
    Chen, Xu
    Lu, Zhan
    ORGANIC LETTERS, 2016, 18 (18) : 4658 - 4661
  • [4] Cobalt-Catalyzed Diastereo- and Enantioselective Hydroarylation of Cyclopropenes with Arylboronic Acids
    Zhang, Jiwu
    Wang, Lei
    Chong, Qinglei
    Meng, Fanke
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2023, 12 (03)
  • [5] Cobalt-Catalyzed Diastereo- and Enantioselective Hydroalkenylation of Cyclopropenes with Alkenylboronic Acids
    Zhang, Haiyan
    Huang, Wei
    Wang, Tongtong
    Meng, Fanke
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2019, 58 (32) : 11049 - 11053
  • [6] Cobalt-Catalyzed Asymmetric Hydroalkylation of Cyclopropenes
    He, Bin
    Niu, Dawen
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2021, 41 (03) : 1261 - 1263
  • [7] Enantioselective Rhodium-Catalyzed Desymmetric Hydrosilylation of Cyclopropenes
    Zhao, Zhi-Yuan
    Nie, Yi-Xue
    Tang, Ren-He
    Yin, Guan-Wu
    Cao, Jian
    Xu, Zheng
    Cui, Yu-Ming
    Zheng, Zhan-Jiang
    Xu, Li-Wen
    ACS CATALYSIS, 2019, 9 (10) : 9110 - 9116
  • [8] Regio- and Enantioselective Cobalt-Catalyzed Sequential Hydrosilylation/Hydrogenation of Terminal Alkynes
    Guo, Jun
    Shen, Xuzhong
    Lu, Zhan
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2017, 56 (02) : 615 - 618
  • [9] Enantioselective Cobalt-Catalyzed Transformations
    Pellissier, Helene
    Clavier, Herve
    CHEMICAL REVIEWS, 2014, 114 (05) : 2775 - 2823
  • [10] Cobalt-Catalyzed Asymmetric Hydrosilylation of ?-Oxygenated Ketones
    Wen, Huiting
    Chen, Yifei
    Shi, Lanxuan
    Chen, Jianhui
    Luo, Yanshu
    Xia, Yuanzhi
    ORGANIC LETTERS, 2023, 25 (13) : 2184 - 2189