Thiol-mediated free radical cyclisations of isocyanides on solid support

被引：11
|
作者：
Lamberto, M
Corbett, DF
Kilburn, JD [1 ]
机构：
[1] Univ Southampton, Sch Chem, Southampton SO17 1BJ, Hants, England
[2] GlaxoSmithKline, Harlow CM19 5AW, Essex, England
来源：
TETRAHEDRON LETTERS | 2004年 / 45卷 / 46期
关键词：
D O I：
10.1016/j.tetlet.2004.09.078
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Three novel polymer-supported isocyanides have been synthesised, from commercial Wang and HMBA-AM resins, and reacted under radical conditions with 2-mercaptoethanol and ethanethiol to give the corresponding pyrrolidine or pyroglutamic acid derivatives in good yields. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码：8541 / 8543
页数：3
相关论文
共 50 条
  • [1] THIOL-MEDIATED FREE-RADICAL CYCLIZATION OF ALKENYL AND ALKYNYL ISOCYANIDES
    BACHI, MD
    BALANOV, A
    BARNER, N
    JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (25): : 7752 - 7758
  • [2] Thiol-mediated radical cyclizations
    Majumdar, Krishna C.
    Debnath, Pradip
    TETRAHEDRON, 2008, 64 (42) : 9799 - 9820
  • [3] Thiol-mediated free radical formation from oxidized protein
    Morimitsu, Y
    Shimada, M
    Osawa, T
    Uchida, K
    FREE RADICAL BIOLOGY AND MEDICINE, 1998, 25 : S76 - S76
  • [4] Synthesis of Spiranes by Thiol-Mediated Acyl Radical Cyclization
    Hsu, Day-Shin
    Chen, Chih-Hao
    Hsu, Chi-Wei
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2016, 2016 (03) : 589 - 598
  • [5] Thiol-Mediated Uptake
    Laurent, Quentin
    Martinent, Remi
    Lim, Bumhee
    Anh-Tuan Pham
    Kato, Takehiro
    Lopez-Andarias, Javier
    Sakai, Naomi
    Matile, Stefan
    JACS AU, 2021, 1 (06): : 710 - 728
  • [6] Inhibitors of thiol-mediated uptake
    Cheng, Yangyang
    Pham, Anh-Tuan
    Kato, Takehiro
    Lim, Bumhee
    Moreau, Dimitri
    Lopez-Andarias, Javier
    Zong, Lili
    Sakai, Naomi
    Matile, Stefan
    CHEMICAL SCIENCE, 2021, 12 (02) : 626 - 631
  • [7] Free radical-mediated macrocyclisations and transannular cyclisations in synthesis
    Handa, S
    Pattenden, G
    CONTEMPORARY ORGANIC SYNTHESIS, 1997, 4 (03): : 196 - 215
  • [8] Thiol-Mediated Uptake (TMU, TIMEUP)
    Saidjalolov, Saidbakhrom
    Coelho, Filipe
    Bouffard, Jules
    Cognet, Michael
    Moreno, Julia
    Rose, Nicholas
    Sakai, Naomi
    Matile, Stefan
    CHIMIA, 2024, 78 (10) : 665 - 672
  • [9] Probing for Thiol-Mediated Uptake into Bacteria
    Laurent, Quentin
    Berthet, Matheo
    Cheng, Yangyang
    Sakai, Naomi
    Barluenga, Sofia
    Winssinger, Nicolas
    Matile, Stefan
    CHEMBIOCHEM, 2020, 21 (1-2) : 69 - 73
  • [10] METABOLIC MECHANISMS OF THIOL-MEDIATED VASODILATATION
    Yamamoto, Michiko
    Adachi, Takeshi
    Toki, Naoko
    Momose, Ayako
    Fukuda, Keiichi
    Soga, Tomoyoshi
    Suematsu, Makoto
    JOURNAL OF VASCULAR RESEARCH, 2009, 46 : 167 - 167
12345