Chemoselective amide ligations by decarboxylative condensations of N-alkylhydroxylamines and α-ketoacids

被引:358
作者
Bode, JW [1 ]
Fox, RM [1 ]
Baucom, KD [1 ]
机构
[1] Univ Calif Santa Barbara, Dept Chem & Biochem, Santa Barbara, CA 93106 USA
关键词
amides; chemoselectivity; ketoacids; ligation reactions; peptides;
D O I
10.1002/anie.200503991
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Equation Presented) Additive-free: The chemoselective amide-bond-forming ligation between N-alkylhydroxylamines and α-ketoacids requires no reagents and the only by-products are water and carbon dioxide. This process proceeds on unprotected peptide substrates without epimerization, and as such, this process has the potential to serve as a novel chemoselective ligation for the synthesis of peptides and complex materials. © 2006 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:1248 / 1252
页数:5
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