An efficient oxa-Michael addition to diethyl vinylphosphonate under mild reaction conditions

被引：12
|
作者：
Baszczynski, Ondrej [1 ]
Jansa, Petr [1 ]
Dracinsky, Martin [1 ]
Kaiser, Martin Maxmilian [1 ]
Spacek, Petr [1 ]
Janeba, Zlatko [1 ]
机构：
[1] Acad Sci Czech Republic, Inst Organ Chem & Biochem, Vvi, CR-16610 Prague 6, Czech Republic
来源：
RSC ADVANCES | 2012年 / 2卷 / 04期
关键词：
ACYCLIC NUCLEOSIDE PHOSPHONATES; HYPOXANTHINE-GUANINE PHOSPHORIBOSYLTRANSFERASE; DERIVATIVES; INHIBITION; RESISTANCE; ANALOGS; TARGET; WATER; ACIDS; DNA;
D O I：
10.1039/c2ra00938b
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
An oxa-Michael addition of various secondary and branched primary alcohols to diethyl vinylphosphonate was systematically studied and optimized. This efficient method precedes using of harsh reaction conditions (e.g. strong bases, high temperatures) and gains access to an important class of biologically active compounds in one step.
引用
收藏
页码：1282 / 1284
页数：3
相关论文
共 50 条
  • [1] New Development of Oxa-Michael Reaction
    Hong, Yiming
    Shen, Zhenlu
    Mo, Weimin
    Hu, Xinquan
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2009, 29 (10) : 1544 - 1554
  • [2] A Synthesis of Cyanolide A by Intramolecular Oxa-Michael Addition
    Bates, Roderick W.
    Lek, Tee Guan
    SYNTHESIS-STUTTGART, 2014, 46 (13): : 1731 - 1738
  • [3] Synthesis of functionalized disiloxanes with nonconventional fluorescence via oxa-Michael addition reaction
    Wang, Rui
    Feng, Shengyu
    Liu, Hailong
    Yi, Gang
    Wang, Dengxu
    NEW JOURNAL OF CHEMISTRY, 2023, 48 (01) : 244 - 251
  • [4] Facile synthesis of functionalized polysiloxanes with nonconventional fluorescence by oxa-Michael addition reaction
    Jia, Shiyao
    Feng, Shengyu
    Wang, Dengxu
    DESIGNED MONOMERS AND POLYMERS, 2023, 26 (01) : 223 - 234
  • [5] Preparation of hyperbranched polymers by oxa-Michael addition polymerization
    Jiang, Qimin
    Zhang, YuanLiang
    Du, Yongzhuang
    Tang, Maotong
    Jiang, Li
    Huang, Wenyan
    Yang, Hongjun
    Xue, Xiaoqiang
    Jiang, Bibiao
    POLYMER CHEMISTRY, 2020, 11 (07) : 1298 - 1306
  • [6] Oxa-Michael addition promoted by the aqueous sodium carbonate
    Guo, Shi-Huan
    Xing, Sheng-Zhu
    Mao, Shuai
    Gao, Ya-Ru
    Chen, Wen-Liang
    Wang, Yong-Qiang
    TETRAHEDRON LETTERS, 2014, 55 (49) : 6718 - 6720
  • [7] Oxa-Michael Addition Reaction and Polymerization of Morita-Baylis-Hillman Adducts and Derivatives
    Matsuoka, Shin-ichi
    Hoshiyama, Yuki
    Tsuchimoto, Kanae
    Suzuki, Masato
    CHEMISTRY LETTERS, 2017, 46 (12) : 1718 - 1720
  • [8] Efficient synthesis of multicyclic spirooxindoles via a cascade Michael/Michael/oxa-Michael reaction of curcumins and isatylidene malononitriles
    Yin, Xiao-Gang
    Liu, Xin-Yun
    Hu, Zhi-Peng
    Yan, Ming
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2012, 10 (08) : 1506 - 1509
  • [9] The domino oxa-Michael addition-aldol reaction:: Access to variably substituted tetrahydroxanthenones
    Ohnemüller, UK
    Nising, CF
    Nieger, M
    Bräse, S
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2006, 2006 (06) : 1535 - 1546
  • [10] Phosphazene-catalyzed oxa-Michael addition click polymerization
    Yang, Hongjun
    Zuo, YongKang
    Zhang, Jiadong
    Song, Yiye
    Huang, Wenyan
    Xue, Xiaoqiang
    Jiang, Qimin
    Sun, Aibin
    Jiang, Bibiao
    POLYMER CHEMISTRY, 2018, 9 (38) : 4716 - 4723
12345