Highly Diastereoselective Metal-Free Catalytic Synthesis of Drug-Like Spiroimidazolidinone

被引：0
|
作者：
A. M. Jassem
A. H. Raheemah
W. A. Radhi
A. M. Alid
H. A. Jaber
机构：
[1] Basrah University,Department of Chemistry, College of Education for Pure Sciences
[2] Al-Mustansiriya University,Department of Chemistry, College of Science
[3] Basrah University,Department of Chemistry, Polymer Research Center
[4] Basrah University,Department of Material Science, Polymer Research Center
来源：
Russian Journal of Organic Chemistry | 2019年 / 55卷
关键词：
spiroimidazolidinone; L-valine; catalysis; diastereoselectivity; DFT quantum chemical computations; B3LYP/6-31G(; );
D O I：
暂无
中图分类号：
学科分类号：
摘要：
A four-step procedure has been developed for the synthesis of (S)-3-isopropyl-1-[(R)-1-phenylethyl)- 1,4-diazaspiro[4.5]decan-2-one with high diastereoselectivity (up to 95% de) from (S)-α-aminoisovaleric acid (L-valine). Quantum chemical computations of the synthesized compound have been performed using Gaussian 09 software package.
引用
收藏
页码：1598 / 1603
页数：5
相关论文
共 50 条
  • [21] Catalysis in aqueous media for the synthesis of drug-like molecules
    Lombardo, Marco
    Trombini, Claudio
    CURRENT OPINION IN DRUG DISCOVERY & DEVELOPMENT, 2010, 13 (06) : 717 - 732
  • [22] Metal-Free Catalytic Synthesis of Thiocarbamates Using Sodium Sulfinates as the Sulfur Source
    Bao, Pengli
    Wang, Leilei
    Yue, Huilan
    Shao, Yun
    Wen, Jiangwei
    Yang, Daoshan
    Zhao, Xiaohui
    Wang, Hua
    Wei, Wei
    JOURNAL OF ORGANIC CHEMISTRY, 2019, 84 (05): : 2976 - 2983
  • [23] Metal-Free Catalytic Hydroboration of Unsaturated Compounds: A Greener Strategy for the Synthesis of Organoboranes
    Das, Amrita
    Panda, Tarun K.
    CHEMCATCHEM, 2023, 15 (02)
  • [24] Stereoselective metal-free catalytic synthesis of chiral trifluoromethyl aryl and alkyl amines
    Genoni, Andrea
    Benaglia, Maurizio
    Massolo, Elisabetta
    Rossi, Sergio
    CHEMICAL COMMUNICATIONS, 2013, 49 (75) : 8365 - 8367
  • [25] Copper-mediated synthesis of drug-like bicyclopentanes
    Zhang, Xiaheng
    Smith, Russell T.
    Le, Chip
    McCarver, Stefan J.
    Shireman, Brock T.
    Carruthers, Nicholas I.
    MacMillan, David W. C.
    NATURE, 2020, 580 (7802) : 220 - +
  • [26] Copper-mediated synthesis of drug-like bicyclopentanes
    Xiaheng Zhang
    Russell T. Smith
    Chip Le
    Stefan J. McCarver
    Brock T. Shireman
    Nicholas I. Carruthers
    David W. C. MacMillan
    Nature, 2020, 580 : 220 - 226
  • [27] One-pot, three-component, highly diastereoselective metal-free synthesis of 2,3,4,5-tetrasubstituted pyrrolidines
    Crovetto, Luis
    Rios, Ramon
    SYNLETT, 2008, (12) : 1840 - 1844
  • [28] Metal-Free Highly Luminescent Silica Nanoparticles
    Brites, Carlos D. S.
    Freitas, Vania T.
    Ferreira, Rute A. S.
    Millan, Angel
    Palacio, Fernando
    Carlos, Luis D.
    LANGMUIR, 2012, 28 (21) : 8190 - 8196
  • [29] Metal-Free Highly Regioselective Aminotrifluoroacetoxylation of Alkenes
    Lovick, Helena M.
    Michael, Forrest E.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (04) : 1249 - +
  • [30] A Metal-Free, Organo Lewis Acid Catalyzed Synthesis of Highly Substituted Oxazoles
    Kumaraswamy, Gullapalli
    Gangadhar, Maram
    CHEMISTRYSELECT, 2019, 4 (31): : 8973 - 8977
12345