Transition metal-catalyzed redox-neutral 1,3-dienylation of propargylic esters and divergent synthesis

IF 4.7 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Chemistry Frontiers Pub Date : 2024-09-12 DOI:10.1039/D4QO01407C

Haowen Tang, Mengfu Dai, Dongwu Zhou, Liangliang Song and Liang-An Chen

引用次数: 0

Abstract

1,3-Dienes are important scaffolds, extensively existing in natural products and bioactive molecules. They are also valuable building blocks in organic chemistry and materials chemistry. Recently, transition metal-catalyzed transformations of propargylic esters have been widely explored, showing the versatility and significance of propargylic esters. Compared to well-developed propargylation, allenylation and alkenylation, 1,3-dienylation is rarely established. The precise control of the formation of metalacyclobutene species and subsequent protonation/β-H elimination is the key point. This review highlights recent advances in the transition metal-catalyzed redox-neutral 1,3-dienylation of propargylic esters.

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过渡金属催化的丙炔酯氧化还原中性 1,3 二炔化反应和歧化合成

1,3-二烯是重要的支架，广泛存在于天然产品和生物活性分子中。它们也是有机化学和材料化学中的重要构件。近年来，过渡金属催化的丙炔酯转化得到了广泛的探索，显示了丙炔酯的多功能性和重要性。与成熟的丙炔基化、异烯基化和烯基化相比，1,3-二烯基化很少建立。精确控制金属环丁烯物种的区域选择性形成和随后的质子化/β-H 消去是这一反应的关键点，它允许立体选择性合成合成有用的取代 1,3-二烯。本综述重点介绍了过渡金属催化的丙炔酯氧化还原中性 1,3-二烯丙基化反应和涉及 1,3-二烯丙基化反应的歧化合成的最新进展。

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.