Synthesis of Chiral 1,2-Dihydronaphtho[2,1-b]furans by Organocatalytic Domino Reactions Catalyzed with Multiple Catalysis

被引:12
|
作者
Pan, Jin-Yun [1 ]
Li, Xin-Sheng [1 ]
Xu, Dong-Cheng [1 ]
Xie, Jian-Wu [1 ]
机构
[1] Zhejiang Normal Univ, Dept Chem & Life Sci, Jinhua 321004, Peoples R China
基金
中国国家自然科学基金;
关键词
MICHAEL REACTION; CYCLOPHANES; PHOTOCYCLIZATION; BENZOFURANS; ACCESS; ETHERS;
D O I
10.1071/CH13317
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A chiral multiple catalysis with two chiral units has been proved effective in the domino Friedel-Crafts alkylation of -naphthols with -bromonitroalkenes. This novel and efficient domino reaction affords chiral 1,2-dihydronaphtho[2,1-b]furans in good to high yields and enantioselectivities (up to 93% yield, 91% enantiomeric excess).
引用
下载
收藏
页码:1415 / 1421
页数:7
相关论文
共 50 条
  • [41] Synthesis of [1,2-b] and [2,1-b]quinazoline ring systems via suitably substituted α-cyanoamines
    Le Gall, E
    Malassene, R
    Toupet, L
    Hurvois, JP
    Moinet, C
    SYNLETT, 1999, (09) : 1383 - 1386
  • [42] Synthesis of 2-Alkylnaphtho[2,1-b]furans via 2-(1-Formyl-2-naphthoxy)alkanoic Acids
    Wodnicka, Alicja
    Kwiecien, Halina
    Smist, Malgorzata
    ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 2015, 47 (02) : 132 - 140
  • [43] Synthesis of 3-halogen derivatives of imidazo[2,1-b]- and benzimidazo[2,1-b][1,3]thiazines
    Kochergin, PM
    Bagry, AK
    Galenko, GF
    Kovpak, DV
    Aleksandrova, EV
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1997, (07): : 1004 - 1005
  • [44] SYNTHESIS OF 1,2-DIHYDRO-1-PHENYLINDENO[2,1-B]-PHOSPHOLE AS A POTENTIAL PRECURSOR OF A PHOSPHAPENTALENYL ANION
    QUIN, LD
    HUGHES, AN
    LAWSON, HF
    GOOD, AL
    TETRAHEDRON, 1983, 39 (03) : 401 - 407
  • [45] REACTIONS WITH 4,5-DIPHENYLIMIDAZOLIDINE-2-THIONE .1. SYNTHESIS OF SOME IMIDAZO[2,1-B]THIAZOLE AND IMIDAZO[2,1-B][1,3]THIAZINONE DERIVATIVES
    HAMMOUDA, HA
    ABDALLAH, SO
    HUSSAIN, SM
    YOUSEF, NM
    GAZZETTA CHIMICA ITALIANA, 1984, 114 (5-6): : 201 - 204
  • [46] APPLICATION OF MANNICH AND MICHAEL REACTIONS IN SYNTHESIS OF PYRIDOPYRIMIDO[2,1-b][1,3,5]THIADIAZINONES AND PYRIDOPYRIMIDO[2,1-b][1,3]-THIAZINONES AS ANTICANCER AGENTS
    Gomha, Sobhi M.
    Abdallah, Magda A.
    Mourad, Mahmoud A.
    Elaasser, Mahmoud M.
    HETEROCYCLES, 2016, 92 (04) : 688 - 699
  • [47] 2,3-DIHYDRONAPHTHO[1,2-B]THIOPHEN-1-OXIDES IN THE SYNTHESIS OF 2,3-DIHYDRONAPHTHO[1,2-B]THIOPHENES AND NAPHTHO[1,2-B]THIOPHENES
    FEDOROV, NV
    ANISIMOV, AV
    VIKTOROVA, EA
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1989, (12): : 1629 - 1633
  • [48] QUINAZOLINONES .1. SYNTHESIS OF INDOLO[2,1-B]QUINAZOLINONES
    DOMANIG, R
    ARCHIV DER PHARMAZIE, 1981, 314 (03) : 271 - 276
  • [49] Synthesis of 4-aryl-9,10-dihydronaphtho[2,1-b]-4H-pyran derivatives catalyzed by KF/Al2O3
    Li, YL
    Wang, XS
    Zeng, ZS
    Lou, XL
    Shi, DQ
    Tu, SJ
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2005, 25 (11) : 1446 - 1449
  • [50] Diverse synthesis of pyrimido[1,2-a]benzimidazoles and imidazo[2,1-b]benzothiazoles via CuI-catalyzed decarboxylic multicomponent reactions of heterocyclic azoles, aldehydes and alkynecarboxylic acids
    Wu, Jiarong
    Luo, Huan
    Wang, Tao
    Sun, Huaming
    Zhang, Qi
    Chai, Yonghai
    TETRAHEDRON, 2019, 75 (08) : 1052 - 1063