A Convenient Catalyst for Aqueous and Protein Suzuki-Miyaura Cross-Coupling

被引：279

作者：

Chalker, Justin M. ^{[1
]}

Wood, Charlotte S. C. ^{[1
]}

Davis, Benjamin G. ^{[1
]}

机构：

[1] Univ Oxford, Dept Chem, Chem Res Lab, Oxford, England

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2009年 / 131卷 / 45期

基金：

英国生物技术与生命科学研究理事会; 美国国家科学基金会; 英国工程与自然科学研究理事会;

关键词：

EFFICIENT; PEPTIDES; SITE; STRATEGIES; CHEMISTRY; SUGARS;

D O I：

10.1021/ja907150m

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A phosphine-free palladium catalyst for aqueous Suzuki-Miyaura cross-coupling is presented. The catalyst is active enough to mediate hindered, ortho-substituted biaryl couplings but mild enough for use on peptides and proteins. The 1 Suzuki-Miyaura couplings on protein substrates are the first to proceed in useful conversions. Notably, hydrophobic aryl and vinyl groups can be transferred to the protein surface without the aid of organic solvent since the aryl- and vinylboronic acids used in the coupling are water-soluble as borate salts. The convenience and activity of this catalyst prompts use in both general synthesis and bioconjugation.

引用

页码：16346 / +

页数：3

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