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一锅法有机催化/多组分方法制备新型手性非天然硒基肽和肽-肽类似物缀合物。

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

机构信息

Departamento de Química Orgánica, Facultad de Ciencias Químicas, Universidad de Concepción, Edmundo Larenas 234-interior -Casilla 160-C, Concepción, Chile.

Center of Excellence for Research in Sustainable Chemistry (CERSusChem), Department of Chemistry, Federal University of São Carlos - UFSCar, Rodovia Washington Luís, km 235 - SP-310, São Carlos, São Paulo, 13565-905, Brazil.

出版信息

Mol Divers. 2020 Feb;24(1):1-10. doi: 10.1007/s11030-019-09923-w. Epub 2019 Feb 18.

Abstract

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.

摘要

设计了一种组合的有机催化和多组分合成方法,用于制备基于硒的肽类似物和肽-肽类似物缀合物。该单步合成方案包括在醛部分中进行有机催化不对称的苯硒插入,然后进行 Ugi 四组分反应,从而以良好至中等的收率和良好至优异的立体选择性获得所需的化合物。

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