Catalytic Atroposelective Synthesis of Axially Chiral Heterobiaryl Oxime Ethers via the One-Step Dynamic Kinetic Condensation Reaction

被引:7
|
作者
Xu, Qianqian [1 ]
Jia, Jifan [1 ]
Fan, Haitong [1 ]
Ma, Zhifeng [2 ]
Wu, Yuqing [1 ]
Zhang, Yifeng [3 ]
Su, Ping [3 ]
Gao, Wei [1 ]
Wang, Yuji [1 ]
Li, Dan [1 ]
机构
[1] Capital Med Univ, Sch Pharmaceut Sci, Beijing 100069, Peoples R China
[2] Yunnan Minzu Univ, Sch Chem & Environm, Kunming 650500, Yunnan, Peoples R China
[3] China Acad Chinese Med Sci, Natl Resource Ctr Chinese Mat Med, State Key Lab Qual Ensurance & Sustainable Use Dao, Beijing 100700, Peoples R China
基金
国家重点研发计划;
关键词
ASYMMETRIC CONSTRUCTION; DESYMMETRIZATION; RESOLUTION; ATROPISOMERISM;
D O I
10.1021/acs.orglett.4c00479
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The catalytic atroposelective synthesis of axially chiral heterobiaryls was first developed through the direct one-step dynamic kinetic condensation reaction with the simple transformation of the C= O bond to the C= N bond, delivering a series of novel axially chiral heterobiaryl oxime ethers.
引用
收藏
页码:2403 / 2408
页数:6
相关论文
共 50 条
  • [41] One-step synthesis of P-HZSM-5 zeolite and its catalytic performance in MTP reaction
    Zhang, Hai-Rong
    Zhang, Qing
    Li, Yu-Ping
    Zhang, Peng-Fei
    Pan, Rui-Li
    Li, Xiao-Feng
    Dou, Tao
    Ranliao Huaxue Xuebao/Journal of Fuel Chemistry and Technology, 2010, 38 (03): : 319 - 323
  • [42] One-step chemical synthesis of Ag-Au alloy nanoparticles for modulating the catalytic hydrogenation reaction
    Satapathy, Smith Sagar
    Si, Satyabrata
    APPLIED NANOSCIENCE, 2020, 10 (11) : 4139 - 4148
  • [43] One-Step Construction of Atropisomers Bearing 1,5-Central and Axial Chirality via Catalytic Diastereo- and Atroposelective Remote Desymmetrizing Alkynylation
    Wang, Shan
    Li, Long
    Jiang, Ming
    Zhao, Kaixin
    He, Dongyuan
    Li, Xiaoguang
    Wang, Zheng
    Wang, Yingcheng
    Peng, Fangzhi
    Shao, Zhihui
    ACS CATALYSIS, 2024, 14 (24): : 18872 - 18883
  • [44] A catalytic one-step synthesis of peptide thioacids: the synthesis of leuprorelin via iterative peptide-fragment coupling reactions
    Matsumoto, Takuya
    Sasamoto, Koki
    Hirano, Ryo
    Oisaki, Kounosuke
    Kanai, Motomu
    CHEMICAL COMMUNICATIONS, 2018, 54 (86) : 12222 - 12225
  • [45] One-step synthesis of methylal via methanol oxidation: Reaction kinetics, mechanism, thermodynamics, and product analysis
    Yuan, Meng
    Sun, Xiangyu
    Tian, Yuanyu
    Qiao, Yingyun
    Li, Dawei
    Zhang, Jinhong
    INTERNATIONAL JOURNAL OF ENERGY RESEARCH, 2022, 46 (13) : 18109 - 18119
  • [46] An Efficient Synthesis of Carborane Amines via One-Step Reaction of Carborane Triflates with N-Nucleophiles
    Ol'shevskaya, Valentina A.
    Dutikova, Yulia V.
    Tyutyunov, Andrei A.
    Kononova, Elena G.
    Petrovskii, Pavel V.
    Sung, Dae D.
    Kalinin, Valery N.
    SYNLETT, 2010, (08) : 1265 - 1267
  • [47] One-step approach for the synthesis of functionalized quinoxalines mediated by T3P®-DMSO or T3P® via a tandem oxidation-condensation or condensation reaction
    Harsha, Kachigere B.
    Rangappa, Kanchugarkoppal S.
    RSC ADVANCES, 2016, 6 (62): : S7154 - S7162
  • [48] Synthesis of dielectric polystyrene via one-step nitration reaction for large-scale energy storage
    Tang, Xinxuan
    Din, Cuilian
    Yu, Shiqi
    Liu, Yang
    Luo, Hang
    Zhang, Dou
    Chen, Sheng
    CHEMICAL ENGINEERING JOURNAL, 2022, 446
  • [49] One-step solution synthesis of a two-dimensional semiconducting covalent organometallic nanosheet via the condensation of boronic acid
    Wang, Qijun
    Yan, Jiahao
    Xiao, Mingchao
    Manoj, Devaraj
    Zhong, Cheng
    Lv, Qiying
    Yang, Lite
    Wu, Liangmei
    Wang, Zhuoping
    Bao, Lihong
    Gao, Hongjun
    Xiao, Fei
    Jiang, Lang
    Wang, Shuai
    RSC ADVANCES, 2019, 9 (50) : 29327 - 29330
  • [50] A mild and one-step synthesis of 2,8-dioxabicyclo [3.3.1] nonane derivatives via classical Knoevenagel condensation
    Yang, De-Suo
    Ke, Sen
    Du, Xin
    Gao, Peng
    Zhu, Hai-Tao
    Fan, Ming-Jin
    TETRAHEDRON, 2017, 73 (37) : 5522 - 5527