利用闭环复分解反应和固相合成法合成多种大环肽模拟物。
Synthesis of diverse macrocyclic peptidomimetics utilizing ring-closing metathesis and solid-phase synthesis.
作者信息
Barrett Anthony G M, Hennessy Alan J, Le Vézouët Ronan, Procopiou Panayiotis A, Seale Peter W, Stefaniak Stefan, Upton Richard J, White Andrew J P, Williams David J
机构信息
Department of Chemistry, Imperial College London, South Kensington, UK.
出版信息
J Org Chem. 2004 Feb 20;69(4):1028-37. doi: 10.1021/jo0352629.
The synthesis of a range of highly functionalized peptidomimetic macrocycles has been accomplished using ring-closing metathesis and enyne tandem cross-metathesis-ring-closing metathesis reactions. This approach gives access to rigidified macrocycles modeled on the structures of cyclic peptides and designed to be biologically stable. The potential for peripheral functionalization of these templates has been demonstrated using Diels-Alder reactions, palladium(0) coupling reactions, and amide formation both in the solution phase and using polymer-supported syntheses.
利用闭环复分解反应和烯炔串联交叉复分解-闭环复分解反应，已经完成了一系列高官能化拟肽大环化合物的合成。这种方法能够得到以环肽结构为模型、设计为具有生物稳定性的刚性大环化合物。通过狄尔斯-阿尔德反应、零价钯偶联反应以及在溶液相中使用聚合物负载合成法形成酰胺，已经证明了这些模板进行外周官能化的潜力。
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