Combination of the structural components of amino acids with fatty acids: Access to an unknown class of “fatty” -amino acids by palladium-catalyzed amidocarbonylation

IF 4.6 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Chemistry Frontiers Pub Date : 2025-01-23 DOI:10.1039/d4qo01127a

Mohammed Asadpour, Edson Leonardo Scarpa de Souza, Matthias Beller, Anke Spannenberg, Helfried Neumann, Carlos Roque Correia

引用次数: 0

Abstract

A new class of amino acids, so-called fatty amino acids, which integrate the typical structural motif of another important type of natural products, fatty acids, is presented. Applying the palladium-catalyzed amidocarbonylation, diverse new N-acyl fatty amino acids are synthesized in one step in 100% atom-efficient manner. Utilizing small amounts (0.5 mol%) of simple commercial Pd(OAc)2 the desired products can be synthesized in good to high yields in up to multi-g-scale. The shown products represent a combination of two essential classes of natural products and provides new bio-based building blocks with potential for many applications.

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氨基酸与脂肪酸结构组分的结合：通过钯催化氨基羰基化获得未知类别的“脂肪”-氨基酸

提出了一类新的氨基酸，即所谓的脂肪酸氨基酸，它整合了另一种重要的天然产物脂肪酸的典型结构基序。应用钯催化的氨基羰基化反应，一步合成了多种新型n -酰基脂肪酸，原子效率100%。使用少量（0.5 mol%）的简单商用Pd(OAc)2，可以在多g尺度下以高收率合成所需的产品。所展示的产品代表了两种基本天然产品的组合，并提供了具有许多应用潜力的新型生物基构建块。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Organic Chemistry Frontiers CHEMISTRY, ORGANIC-

CiteScore

7.90

自引率

11.10%

发文量

686

审稿时长

1 months

期刊介绍： Organic Chemistry Frontiers is an esteemed journal that publishes high-quality research across the field of organic chemistry. It places a significant emphasis on studies that contribute substantially to the field by introducing new or significantly improved protocols and methodologies. The journal covers a wide array of topics which include, but are not limited to, organic synthesis, the development of synthetic methodologies, catalysis, natural products, functional organic materials, supramolecular and macromolecular chemistry, as well as physical and computational organic chemistry.