A Novel Methodology for the Asymmetric Synthesis of 2,3,5-Trisubstituted Piperazine Derivatives

被引:0
|
作者
Beksultanova, Nurzhan [1 ]
Ozdemir, Ozge [1 ]
Cakir, Sidika Polat [2 ]
Aygun, Muhittin [3 ]
Dogan, Ozdemir [1 ]
机构
[1] Middle East Tech Univ, Dept Chem, Dumlupinar Bulvari 1, TR-06800 Ankara, Turkiye
[2] Canakkale Onsekiz Mart Univ, Dept Chem Engn, TR-17100 Canakkale, Turkiye
[3] Dokuz Eylul Univ, Dept Phys, Cumhuriyet Bulvari 144, TR-35210 Izmir, Turkiye
来源
SYNTHESIS-STUTTGART | 2024年 / 56卷 / 15期
关键词
piperazines; asymmetric synthesis; aziridines; Staudinger reaction; intramolecular cyclization; ACID; ANTAGONISTS; AZIRIDINES; INHIBITORS;
D O I
10.1055/s-0040-1720114
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Piperazines constitute an important structural feature of many pharmaceuticals. For the discovery of new drugs, the ability to modify the lead compound's structure is crucial. Herein, we provide an efficient method for the synthesis of chiral 2,3,5-trisubstituted piperazine structures. Our route enables the synthesis of several novel chiral aryl aziridinyl ketones that could be converted into aziridine-fused bicyclic imines. The reduction of these imines and the nucleophilic ring-opening reaction of the aziridine ring allowed us to synthesize highly functionalized piperazine derivatives.
引用
收藏
页码:2432 / 2444
页数:13
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