One-pot organocatalytic/multicomponent approach for the preparation of novel enantioenriched non-natural selenium-based peptoids and peptide-peptoid conjugates

被引:11
作者
de la Torre, Alexander F. [1 ,4 ]
Ali, Akbar [2 ]
Galetto, Fabio Z. [3 ]
Braga, Antonio L. [3 ]
Delgado, Jose A. C. [4 ]
Paixao, Marcio W. [4 ]
机构
[1] Univ Concepcion, Fac Ciencias Quim, Dept Quim Organ, Edmundo Larenas 234 Interior Casilla 160-C, Concepcion, Chile
[2] Univ Sargodha, Dept Chem, Sargodha 40100, Pakistan
[3] Univ Fed Santa Catarina, Dept Quim, BR-88040900 Florianopolis, SC, Brazil
[4] Fed Univ Sao Carlos UFSCar, Ctr Excellence Res Sustainable Chem CERSusChem, Dept Chem, Rodovia Washington Luis,Km 235 SP 310, BR-13565905 Sao Carlos, SP, Brazil
基金
巴西圣保罗研究基金会;
关键词
Organocatalysis; Multicomponent reactions; Ugi reaction; Peptoids; Selenocysteine; MULTICOMPONENT REACTIONS; SELENOCYSTEINE DERIVATIVES; STEREOSELECTIVE-SYNTHESIS; AMINO-ACID; C-C; DISELENIDE; CHEMISTRY; OXIDATION; CATALYSTS; GPX;
D O I
10.1007/s11030-019-09923-w
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
A combined organocatalytic and multicomponent synthetic approach was designed for the preparation of selenium-based peptoids and peptide-peptoid conjugates. This single-step synthetic protocol comprises the organocatalytic asymmetric insertion of phenylselenium in the aldehyde moiety followed by the Ugi four-component reaction which results in obtaining the desired compounds in good-to-moderate yields and with good-to-excellent levels of stereoselectivity. [GRAPHICS] .
引用
收藏
页码:1 / 10
页数:10
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