Synthesis of substituted cyclopentanes via intramolecular [3+2] cycloaddition of silylnitronates generated by nitro-Michael reaction

被引：0
|
作者：
A. V. Lozanova
A. S. Shashkov
V. V. Veselovsky
机构：
[1] Russian Academy of Sciences,N. D. Zelinsky Institute of Organic Chemistry
来源：
Russian Chemical Bulletin | 2015年 / 64卷
关键词：
nitro olefins; nitro-Michael reaction; unsaturated silylnitronates; intramolecular [3+2] dipolar cycloaddition; cyclopentane derivatives;
D O I：
暂无
中图分类号：
学科分类号：
摘要：
The possibility of the synthesis (including an asymmetric variant) of triand tetrasubstituted cyclopentanes via intramolecular [3+2] dipolar cycloaddition of unsaturated silylnictronic ethers generated by the nitro-Michael reaction between nitroethylene and trans-1-nitropropene with 4-pentenal was studied.
引用
收藏
页码：379 / 384
页数：5
相关论文
共 50 条
  • [1] Synthesis of substituted cyclopentanes via intramolecular [3+2] cycloaddition of silylnitronates generated by nitro-Michael reaction
    Lozanova, A. V.
    Shashkov, A. S.
    Veselovsky, V. V.
    RUSSIAN CHEMICAL BULLETIN, 2015, 64 (02) : 379 - 384
  • [2] Synthesis of substituted cyclopentanes based on intramolecular [3+2] cycloaddition of trimethylsilyl nitronates generated from 6-nitrohex-1-ene derivatives
    A. V. Lozanova
    A. V. Stepanov
    O. D. Osipova
    A. N. Vinnikova
    V. V. Veselovsky
    Russian Chemical Bulletin, 2011, 60 : 319 - 327
  • [3] Synthesis of substituted cyclopentanes based on intramolecular [3+2] cycloaddition of trimethylsilyl nitronates generated from 6-nitrohex-1-ene derivatives
    Lozanova, A. V.
    Stepanov, A. V.
    Osipova, O. D.
    Vinnikova, A. N.
    Veselovsky, V. V.
    RUSSIAN CHEMICAL BULLETIN, 2011, 60 (02) : 319 - 327
  • [4] Intramolecular [3+2]cycloaddition reaction of dipolar trimethylenemethane
    Nakamura, M
    Toganoh, M
    Wang, XQ
    Yamago, S
    Nakamura, E
    CHEMISTRY LETTERS, 2000, (06) : 664 - 665
  • [5] Synthesis of substituted imidazolines via [3+2]-cycloaddition of aziridines with nitriles
    Prasad, BAB
    Pandey, G
    Singh, VK
    TETRAHEDRON LETTERS, 2004, 45 (06) : 1137 - 1141
  • [6] AN ALTERNATIVE TOTAL SYNTHESIS OF (+)-PALLESCENSIN A BASED ON THE INTRAMOLECULAR [3+2] CYCLOADDITION REACTION
    SHISHIDO, K
    UMIMOTO, K
    SHIBUYA, M
    HETEROCYCLES, 1990, 31 (04) : 597 - 598
  • [7] Stereocontrolled Synthesis of (±)-Melokhanine E via an Intramolecular Formal [3+2] Cycloaddition
    Cholewczynski, Anna E.
    Williams, Peyton C.
    Pierce, Joshua G.
    ORGANIC LETTERS, 2020, 22 (02) : 714 - 717
  • [8] Highly stereoselective synthesis of indanes with four stereogenic centers via sequential Michael reaction and [3+2] cycloaddition
    Chua, Pei Juan
    Tan, Bin
    Yang, Limin
    Zeng, Xiaofei
    Zhu, Di
    Zhong, Guofu
    CHEMICAL COMMUNICATIONS, 2010, 46 (40) : 7611 - 7613
  • [9] A tactical approach for the synthesis of novel β-lactam-substituted, polycyclic-fused isoxazolidine derivatives via an intramolecular [3+2] cycloaddition reaction
    Rajesh, R.
    Suresh, M.
    Raghunathan, R.
    TETRAHEDRON LETTERS, 2014, 55 (03) : 699 - 705
  • [10] Asymmetric synthesis of functionalized trifluoromethyl-substituted pyrrolidines via an organocatalytic domino Michael/Mannich [3+2] cycloaddition
    Zhi, Ying
    Zhao, Kun
    Liu, Qiang
    Wang, Ai
    Enders, Dieter
    CHEMICAL COMMUNICATIONS, 2016, 52 (97) : 14011 - 14014
12345