Xanthates and solid-phase chemistry. A new soluble polymer analogue of Wang resin

被引:10
|
作者
Dublanchet, AC
Lusinchi, M
Zard, SZ
机构
[1] Pfizer Global Res & Dev, Fresnes Labs, Dept Chem, F-94265 Fresnes, France
[2] Ecole Polytech, CNRS, Organ Synth Lab, F-91128 Palaiseau, France
关键词
soluble polystyrene resin; Wang resin; solid phase synthesis; free radical addition; xanthate;
D O I
10.1016/S0040-4020(02)00526-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The straightforward synthesis of a new soluble polymer containing a Wang type linker is described. Inter-molecular radical additions of xanthates onto olefins were performed with this new resin in comparison with a classical Wang resin. The new soluble polymer analogue of Wang resin allows easy H-1 monitoring of the reactions and gives better results for the radical transfer while preserving the efficient cleavage conditions of the Wang linker. (C) 2002 Published by Elsevier Science Ltd.
引用
收藏
页码:5715 / 5721
页数:7
相关论文
共 50 条
  • [1] Solid-phase synthesis and an introduction to combinatorial chemistry.
    Ketcha, DM
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2004, 228 : U346 - U346
  • [2] Past scale up using solid-phase chemistry.
    Raillard, SP
    Ji, GJ
    Mann, AD
    Baer, TA
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1999, 218 : U10 - U10
  • [3] Solid-phase combinatorial synthesis: An integrated project in organic chemistry.
    Knoerzer, TA
    Miller, BL
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2004, 227 : U672 - U672
  • [4] SPOCC: A resin for solid-phase organic chemistry and enzymatic reactions on solid phase
    Rademann, J
    Grotli, M
    Meldal, M
    Bock, K
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (23) : 5459 - 5466
  • [5] Influence of resin cross-linking on solid-phase chemistry
    Rana, S
    White, P
    Bradley, M
    JOURNAL OF COMBINATORIAL CHEMISTRY, 2001, 3 (01): : 9 - 15
  • [6] SOLID-PHASE SYNTHESIS OF OLIGOETHERS - SOLUBLE POLYMER MODEL STUDIES
    HENDERSON, HC
    SHERRINGTON, DC
    GOUGH, A
    POLYMER, 1994, 35 (13) : 2867 - 2873
  • [7] SYNTHESIS OF NBB-RESIN, A NEW POLYMER SUPPORT FOR THE SOLID-PHASE SYNTHESIS OF PROTECTED PEPTIDES
    GIRALT, E
    ALBERICIO, F
    ANDREU, D
    ERITJA, R
    MARTIN, P
    PEDROSO, E
    ANALES DE QUIMICA SERIE C-QUIMICA ORGANICA Y BIOQUIMICA, 1981, 77 (02): : 120 - 125
  • [8] Synthesis of a new fluoro-Wang resin for solid-phase reaction monitoring by 19F NMR spectroscopy
    Salvino, JM
    Patel, S
    Drew, M
    Krowlikowski, P
    Orton, E
    Kumar, NV
    Caulfield, T
    Labaudiniere, R
    JOURNAL OF COMBINATORIAL CHEMISTRY, 2001, 3 (02): : 177 - 180
  • [9] Solid-phase synthesis of oxazolones and other heterocycles via Wang resin-bound diazocarbonyls
    Yamashita, M
    Lee, SH
    Koch, G
    Zimmermann, J
    Clapham, B
    Janda, KD
    TETRAHEDRON LETTERS, 2005, 46 (33) : 5495 - 5498
  • [10] New concepts in supramolecular polymer chemistry.
    Percec, V
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2005, 229 : U1119 - U1119