Microwave-Assisted Stereoselective One-Pot Synthesis of Symmetrical and Unsymmetrical 2,5-Diketopiperazines from Unprotected Amino Acids

被引：40
|
作者：
Jainta, Manuet [1 ]
Nieger, Martin [2 ]
Braese, Stefan [1 ]
机构：
[1] Univ Karlsruhe, Inst Organ Chem, D-76131 Karlsruhe, Germany
[2] Univ Helsinki, Inorgan Chem Lab, FIN-00014 Helsinki, Finland
来源：
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2008年 / 2008卷 / 32期
关键词：
Amino acids; Diketopiperazines; Heterocycles; Natural products; One-pot reactions; Microwave-assisted organic synthesis (MAOS); Ionic liquids;
D O I：
10.1002/ejoc.200800605
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The facile condensation of unprotected amino acids by a phosphite-promoted one-step coupling reaction is a highly efficient synthesis to generate stereoselective and optically pure symmetrical and unsymmetrical functionalized diketopiperazines. The use of microwaves enhanced by small amounts of ionic liquid is accompanied by significant improvement in reaction times and yields. Simple filtration through a pad of silica provides the pure compounds in very good to excellent yields. ( (C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)
引用
收藏
页码：5418 / 5424
页数：7
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