Diastereoselective Synthesis of Diketopiperazine Bis-α,β-epoxides

被引:14
|
作者
Ando, Shin [1 ]
Grote, Amy L. [1 ]
Koide, Kazunori [1 ]
机构
[1] Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15260 USA
来源
JOURNAL OF ORGANIC CHEMISTRY | 2011年 / 76卷 / 04期
基金
美国国家卫生研究院;
关键词
ELECTRONIC-STRUCTURE; BIOLOGICAL-ACTIVITY; DERIVATIVES; EPIDITHIODIOXOPIPERAZINES; PIPERAZINE-2,5-DIONES; CHEMISTRY; PEPTIDES; MPC1001; ANALOGS;
D O I
10.1021/jo102096d
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Functionalized diketopiperazines (dioxopiperazines) are an important class of molecules in medicinal chemistry and material science. Herein we report a diastereoselective synthesis of diketopiperazine bis-alpha,beta-epoxides via the oxidation of exocyclic olefins. Although six diastereomers may be formed by this approach, only one or two of them were observed.
引用
收藏
页码:1155 / 1158
页数:4
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