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
相关论文
共 4 条
[1]   An efficient, stereoselective solid-phase synthesis of β-lactams using Mukaiyama's salt for the Staudinger reaction [J].
Delpiccolo, CML ;
Fraga, MA ;
Mata, EG .
JOURNAL OF COMBINATORIAL CHEMISTRY, 2003, 5 (03) :208-210
[2]   Solid-phase synthesis of 2-aminoimidazolinones [J].
Drewry, DH ;
Ghiron, C .
TETRAHEDRON LETTERS, 2000, 41 (36) :6989-6992
[3]   NEW SYNTHETIC REACTIONS BASED ON THE ONIUM SALTS OF AZA-ARENES [J].
MUKAIYAMA, T .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1979, 18 (10) :707-721
[4]   Facile and efficient guanylation of amines using thioureas and Mukaiyama's reagent [J].
Yong, YF ;
Kowalski, JA ;
Lipton, MA .
JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (05) :1540-1542