Enantioselective Oxidative Dearomatization of 2-Naphthols Enabled by Chiral Organoiodine Catalysis

被引：1
|
作者：
Zhang, Dong-Yang [1 ]
Gong, Liu-Zhu [1 ]
机构：
[1] Univ Sci & Technol China, Dept Chem, Hefei 230026, Peoples R China
来源：
SYNLETT | 2023年 / 34卷 / 13期
基金：
中国国家自然科学基金;
关键词：
oxidation; dearomatization; 2-naphthols; spirooxindole; organoiodine catalysis; ASYMMETRIC ALLYLIC DEAROMATIZATION; FUNCTIONALIZATIONS; SPIROCYCLIZATION; STRATEGIES; NAPHTHOLS; PHENOL;
D O I：
10.1055/s-0042-1751351
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An asymmetric dearomatizative oxidation of 2-naphthol derivatives has been established by organoiodine catalysis, enabling a series of chiral spirooxindoles with various functional groups to be accessed in high yields and high enantioselectivities under mild conditions.
引用
收藏
页码：1577 / 1580
页数：4
相关论文
共 50 条
  • [41] Heterocoupling of 2-naphthols enabled by a copper-N-heterocyclic carbene complex
    Holtz-Mulholland, Michael
    de Leseleuc, Mylene
    Collins, Shawn K.
    CHEMICAL COMMUNICATIONS, 2013, 49 (18) : 1835 - 1837
  • [42] Oxidative Coupling of 2-Naphthols Catalysed by Cu-Exchanged Montmorillonite
    Lakshmi, Kantam, M.
    Lakshmi Santhi, P.
    Synthetic Communications, 26 (16):
  • [43] Methyltrioxorhenium-catalyzed aerobic oxidative coupling of 2-naphthols to binaphthols
    Sharma, VB
    Jain, SL
    Sain, B
    TETRAHEDRON LETTERS, 2003, 44 (13) : 2655 - 2656
  • [44] Aerobic catalytic oxidative coupling of 2-naphthols and phenols by VO(acac)2
    Hwang, DR
    Chen, CP
    Uang, BJ
    CHEMICAL COMMUNICATIONS, 1999, (13) : 1207 - 1208
  • [45] Enantioselective Oxidative Cyclization/Mannich Addition Enabled by Gold(I)/Chiral Phosphoric Acid Cooperative Catalysis
    Wei, Hanlin
    Bao, Ming
    Dong, Kuiyong
    Qiu, Lihua
    Wu, Bing
    Hu, Wenhao
    Xu, Xinfang
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2018, 57 (52) : 17200 - 17204
  • [46] Atroposelective Synthesis of Axially Chiral Biaryldiols via Organocatalytic Arylation of 2-Naphthols
    Chen, Ye-Hui
    Cheng, Dao-Juan
    Zhang, Jian
    Wang, Yong
    Liu, Xin-Yuan
    Tan, Bin
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2015, 137 (48) : 15062 - 15065
  • [47] Catalytic asymmetric coupling of 2-naphthols by chiral tridentate oxovanadium(IV) complexes
    Hon, SW
    Li, CH
    Kuo, JH
    Barhate, NB
    Liu, YH
    Wang, Y
    Chen, CT
    ORGANIC LETTERS, 2001, 3 (06) : 869 - 872
  • [48] Oxidative coupling of 2-naphthols catalysed by clays-supported iron catalysts
    Catalysis Letters, 51 (1-2):
  • [49] Catalytic Asymmetric Dearomative Arylation of 2-Naphthols Enabled by o-Quinone Diimides
    Li, Yuan-Yang
    Yang, Fu-Yuan
    Wu, Meng-Yuan
    Huang, Lihua
    Mei, Guang-Jian
    ADVANCED SYNTHESIS & CATALYSIS, 2024, 366 (20) : 4238 - 4243
  • [50] Microwave-assisted efficient oxidative coupling of 2-naphthols in the solid state
    Ji, SJ
    Lu, JM
    Zhu, XL
    Yang, J
    Lang, JP
    Wu, L
    SYNTHETIC COMMUNICATIONS, 2002, 32 (19) : 3069 - 3074
12345