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钯催化乙醛酸、磺酰胺和芳基硼酸之间的不对称三组分反应合成α-芳基甘氨酸衍生物。

Palladium-catalyzed asymmetric three-component reaction between glyoxylic acid, sulfonamides and arylboronic acids for the synthesis of -arylglycine derivatives.

作者信息

Jakob Bastian, Diehl Andreas M, Horst Kathrin, Kelm Harald, Manolikakes Georg

机构信息

RPTU Kaiserslautern-Landau Organic Chemistry, Kaiserslautern, Germany.

出版信息

Front Chem. 2023 Mar 13;11:1165618. doi: 10.3389/fchem.2023.1165618. eCollection 2023.

Abstract

A palladium-catalyzed asymmetric three-component synthesis of -arylglycine derivatives starting from glyoxylic acid, sulfonamides and arylboronic acids is reported. This novel, operationally simple method offers access to the -arylglycine scaffold in good yields and enantioselectivities. The utilization of α tailored catalyst system enables the enantioselective synthesis of the desired -arylglycines despite a fast racemic background reaction. The obtained products can be directly employed as building blocks in peptide synthesis.

摘要

报道了一种从乙醛酸、磺酰胺和芳基硼酸出发,通过钯催化的不对称三组分反应合成α-芳基甘氨酸衍生物的方法。这种新颖且操作简便的方法能够以良好的产率和对映选择性得到α-芳基甘氨酸骨架。尽管存在快速的外消旋背景反应,但利用α-定制催化剂体系能够实现所需α-芳基甘氨酸的对映选择性合成。所得到的产物可直接用作肽合成的构建单元。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9da9/10040839/48fd966cf9ae/fchem-11-1165618-g001.jpg

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