An iterative approach to novel polyamines via nucleophilic ring-opening of aziridinium ions with β-amino alcohols

被引:13
|
作者
McKay, C [1 ]
Wilson, RJ [1 ]
Rayner, CM [1 ]
机构
[1] Univ Leeds, Dept Chem, Leeds LS2 9JT, W Yorkshire, England
关键词
D O I
10.1039/b401447b
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An iterative procedure for the synthesis of a novel class of synthetic polyamines has been developed, utilising the regioselective ring-opening of aziridinium ion intermediates; facile N-allyl deprotection of intermediate polyamines allows the rapid construction of high molecular weight, stereochemically defined compounds in a convergent manner.
引用
收藏
页码:1080 / 1081
页数:2
相关论文
共 50 条
  • [31] N,O-HETEROCYCLES .24. NOVEL-APPROACH TO THE RING-OPENING REACTION OF ISOXAZOLIDINIUM SALTS TO 1,3-AMINO ALCOHOLS
    LIGUORI, A
    ROMEO, G
    SINDONA, G
    UCCELLA, N
    CHEMISCHE BERICHTE-RECUEIL, 1988, 121 (01): : 105 - 109
  • [32] Ring-Opening of Epoxides with Amines for Synthesis of β-Amino Alcohols in a Continuous-Flow Biocatalysis System
    Du, Li-Hua
    Xue, Miao
    Yang, Meng-Jie
    Pan, Yue
    Zheng, Ling-Yan
    Ou, Zhi-Min
    Luo, Xi-Ping
    CATALYSTS, 2020, 10 (12) : 1 - 13
  • [33] Desymmetric ring-opening of meso-epoxides with anilines:: a simple way to chiral β-amino alcohols
    Hou, XL
    Wu, J
    Dai, LX
    Xia, LJ
    Tang, MH
    TETRAHEDRON-ASYMMETRY, 1998, 9 (10) : 1747 - 1752
  • [34] Regioselective nucleophilic ring-opening reaction of chiral epoxyallyl alcohols: a ready access to the pyran core of macrolactin 3
    Krishna, Palakodety Radha
    Nomula, Rajesh
    Krishna, Kallaganti V. S. Rama
    TETRAHEDRON LETTERS, 2014, 55 (22) : 3381 - 3383
  • [35] Facile and practical synthesis of a cannabinoid-1 antagonist via regio- and stereoselective ring-opening of an aziridinium ion
    Villhauer, Edwin B.
    Shieh, Wen-Chung
    Du, Zhengming
    Vargas, Kevin
    Ciszewski, Lech
    Lu, Yansong
    Girgis, Michael
    Lin, Melissa
    Prashad, Mahavir
    TETRAHEDRON, 2009, 65 (45) : 9067 - 9074
  • [36] Synthesis of fluorinated homoallylic compounds via ring-opening nucleophilic fluorination of methylene cyclopropanes (MCP)
    Boateng, Anthony
    Okoromoba, Otome
    Hammond, Gerald
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2015, 249
  • [37] SYNTHESIS OF PHOSPHOLIPID HEADGROUPS VIA NUCLEOPHILIC RING-OPENING OF 1,3,2-DIOXAPHOSPHOLANES
    KIM, UT
    HAJDU, J
    JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1993, (01) : 70 - 72
  • [38] Diastereoselective ring-closing metathesis/nucleophilic ring-opening approach to P-stereogenic phosphine oxides
    Dunne, Katherine S.
    Bisaro, Fabrice
    Paris, Jean-Marc
    Gouverneur, Veronique
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2006, 231
  • [39] NOVEL REACTIVE POLYETHER OLIGOMERS VIA RING-OPENING POLYMERIZATION AND THEIR USE
    YILGOR, I
    YILGOR, E
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1990, 199 : 376 - POLY
  • [40] Noncopolymerization Approach to Copolymers via Concurrent Transesterification and Ring-Opening Reactions
    Hu, Shuangyan
    Zhao, Junpeng
    Zhang, Guangzhao
    ACS MACRO LETTERS, 2016, 5 (01) : 45 - 49