Selective synthesis of cyclic compounds by palladium-catalyzed cyclization of propargylic esters with nucleophiles

被引:0
|
作者
Yoshida M. [1 ]
机构
[1] Faculty of Pharmaceutical Sciences, Tokushima Bunri University, 180 Yamashiro-cho, Tokushima
来源
Yoshida, Masahiro (yoshida@ph.bunri-u.ac.jp) | 1600年 / Society of Synthetic Organic Chemistry卷 / 75期
基金
日本学术振兴会;
关键词
Cascade reaction; Cyclic molecules; Cyclization; Diastereoselective reaction; Nucleophiles; Oxazolidinone; Palladium; Propargylic compounds; Regioselective reaction;
D O I
10.5059/yukigoseikyokaishi.75.38
中图分类号
学科分类号
摘要
Palladium-catalyzed cyclization of propargylic esters with bis-nucleophiles is one of the useful method for the construction of cyclic molecules in one step. A variety of products could be synthesized in one step by the choice of adequately designed nucleophilic molecules. In this review, we describe a comprehensive overview of our studies on palladium-catalyzed reactions of propargylic esters with bis-nucleophiles. The reactions afforded various functionalized hetero- and carbocyclic molecules in a regio- and stereoselective manner.
引用
收藏
页码:38 / 48
页数:10
相关论文
共 50 条
  • [31] SYNTHESIS OF VINYLSILANES BY PALLADIUM-CATALYZED REACTION OF TRIMETHYLSILYLALLYL ACETATES WITH NUCLEOPHILES
    HIRAO, T
    ENDA, J
    OHSHIRO, Y
    AGAWA, T
    TETRAHEDRON LETTERS, 1981, 22 (32) : 3079 - 3080
  • [32] Palladium-Catalyzed Reactions of Allylic Boronic Esters with Nucleophiles: Novel Umpolung Reactivity
    Unsworth, Phillip J.
    Loeffler, Lorenz E.
    Noble, Adam
    Aggarwal, Varinder K.
    SYNLETT, 2015, 26 (11) : 1567 - 1572
  • [33] Synthesis of carbobicyclic compounds via palladium-catalyzed cyclization/hydrosilylation: Evidence for reversible silylpalladation
    Wang, X
    Chakrapani, H
    Stengone, CN
    Widenhoefer, RA
    JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (05): : 1755 - 1760
  • [34] Synthesis of Heterocyclic Compounds through Palladium-Catalyzed C-H Cyclization Processes
    Inamoto, Kiyofumi
    CHEMICAL & PHARMACEUTICAL BULLETIN, 2013, 61 (10) : 987 - 996
  • [35] Ligand Bite Angle-Dependent Palladium-Catalyzed Cyclization of Propargylic Carbonates to 2-Alkynyl Azacycles or Cyclic Dienamides
    Daniels, David S. B.
    Jones, Alison S.
    Thompson, Amber L.
    Paton, Robert S.
    Anderson, Edward A.
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2014, 53 (07) : 1915 - 1920
  • [36] New and Efficient Synthesis of 1,3-Dienylphosphonates by Palladium-Catalyzed Substitution of Propargylic Esters to Diethyl Phosphite
    Liu, Xiao-Ning
    Guo, Wei-Lei
    Hou, Chuan-Jin
    Hu, Xiang-Ping
    SYNTHETIC COMMUNICATIONS, 2013, 43 (19) : 2622 - 2626
  • [37] PALLADIUM-CATALYZED PROPARGYLIC VS ALLYLIC ALKYLATION
    KEINAN, E
    BOSCH, E
    JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (21): : 4006 - 4016
  • [38] Propargylic and Allenic Carbocycle Synthesis through Palladium-Catalyzed Dearomatization Reaction
    Peng, Bo
    Feng, Xiujuan
    Zhang, Xin
    Zhang, Sheng
    Bao, Ming
    JOURNAL OF ORGANIC CHEMISTRY, 2010, 75 (08): : 2619 - 2627
  • [39] Palladium-Catalyzed Reaction of Propargylic Carbonates with Benzyne
    Ni, Shengjun
    Shu, Wei
    Ma, Shengming
    SYNLETT, 2013, 24 (17) : 2310 - 2314
  • [40] Palladium-Catalyzed Regiodivergent Substitution of Propargylic Carbonates
    Locascio, Theresa M.
    Tunge, Jon A.
    CHEMISTRY-A EUROPEAN JOURNAL, 2016, 22 (50) : 18140 - 18146