Preparation and evaluation of a polymer-supported Mukaiyama reagent

被引:29
作者
Convers, E [1 ]
Tye, H [1 ]
Whittaker, M [1 ]
机构
[1] Evotec OAI, Abingdon OX14 4SD, Oxon, England
关键词
Mukaiyama reagent; carbodiimide; guanidines;
D O I
10.1016/j.tetlet.2004.03.029
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of a polymer-supported Mukaiyama reagent is described. This preparation was thoroughly optimized using a DoE approach to achieve optimum loading, and the procedure was successfully applied to prepare the supported reagent on a 10 g scale. This reagent proved to be effective for the formation of carbodiimides through the dehydration of thioureas and for a one-pot guanylation of primary amines. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3401 / 3404
页数:4
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共 4 条
  • [1] An efficient, stereoselective solid-phase synthesis of β-lactams using Mukaiyama's salt for the Staudinger reaction
    Delpiccolo, CML
    Fraga, MA
    Mata, EG
    [J]. JOURNAL OF COMBINATORIAL CHEMISTRY, 2003, 5 (03): : 208 - 210
  • [2] Solid-phase synthesis of 2-aminoimidazolinones
    Drewry, DH
    Ghiron, C
    [J]. TETRAHEDRON LETTERS, 2000, 41 (36) : 6989 - 6992
  • [3] NEW SYNTHETIC REACTIONS BASED ON THE ONIUM SALTS OF AZA-ARENES
    MUKAIYAMA, T
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1979, 18 (10): : 707 - 721
  • [4] Facile and efficient guanylation of amines using thioureas and Mukaiyama's reagent
    Yong, YF
    Kowalski, JA
    Lipton, MA
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (05) : 1540 - 1542