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Natural and Synthetic Spirobutenolides and Spirobutyrolactones
Asian Journal of Organic Chemistry ( IF 2.7 ) Pub Date : 2020-07-31 , DOI: 10.1002/ajoc.202000259
Pratik Yadav 1 , Ramendra Pratap 2 , Vishnu Ji Ram 3
Affiliation  

Spirobutenolides and spirobutyrolactones structural motifs are widespread in various natural products that exhibit a broad array of biological activities. Additionally, their synthetic analogues also serve as biologically active compounds and building blocks of complex molecules. Owing to the wide range of pharmacological activities and structural diversity of the spirobutenolides and spirobutyrolactones, various efficient synthetic methodologies have been established to construct such interesting scaffolds. In the past decades, numerous total syntheses of spirobutenolides and spirobutyrolactones containing natural products have been reported. Structurally diverse spirobutenolides and spirobutyrolactones have been synthesized by using singlet oxygen, Mannich reaction, aldol condensation, rearrangement reaction, Reformatsky reaction, Michael‐addition cyclization, Diels‐Alder reaction, photocyclization reaction, and pericyclic reactions. Recently, metal‐catalyzed cyclization, photocatalyzed radical cyclization, Baylis‐Hillman reaction, asymmetric organocatalysis, NHC catalysis, ring contraction reactions, and hypervalent iodine catalysis have emerged as powerful tools to architect these nuclei. This review gives an overview of advancements in chemically and biologically relevant spirobutenolides and spirobutyrolactones of natural and synthetic origin. It also covers the newer methodologies for the construction of natural as well as synthetic spirobutenolides and spirobutyrolactones along with their potential applications.

中文翻译:

天然和合成的螺旋藻内酯和螺丁内酯

螺螺内酯和螺丁内酯的结构基序广泛存在于表现出广泛生物活性的各种天然产物中。此外,它们的合成类似物还可用作生物活性化合物和复杂分子的组成部分。由于螺环丁烯内酯和螺环丁内酯的广泛的药理活性和结构多样性,已经建立了各种有效的合成方法来构建这种有趣的支架。在过去的几十年中,已经报道了许多含有天然产物的螺丁烯内酯和螺丁内酯的全部合成。通过使用单线态氧,曼尼希反应,羟醛缩合,重排反应,Reformatsky反应,迈克尔加成环化,Diels-Alder反应,光环化反应和周环反应。最近,金属催化环化,光催化自由基环化,Baylis-Hillman反应,不对称有机催化,NHC催化,环收缩反应和高价碘催化已成为构建这些核的强大工具。这篇综述概述了化学和生物学上天然和合成来源的螺环丁烯内酯和螺环丁内酯的进展。它还涵盖了构建天然和合成螺环丁烯内酯和螺环丁内酯的最新方法及其潜在应用。光催化自由基环化,Baylis-Hillman反应,不对称有机催化,NHC催化,环收缩反应和高价碘催化已成为构建这些核的强大工具。这篇综述概述了化学和生物学上天然和合成来源的螺环丁烯内酯和螺环丁内酯的进展。它还涵盖了构建天然和合成螺环丁烯内酯和螺环丁内酯的最新方法及其潜在应用。光催化自由基环化,Baylis-Hillman反应,不对称有机催化,NHC催化,环收缩反应和高价碘催化已成为构建这些核的强大工具。这篇综述概述了化学和生物学上天然和合成来源的螺环丁烯内酯和螺环丁内酯的进展。它还涵盖了构建天然和合成螺环丁烯内酯和螺环丁内酯的最新方法及其潜在应用。这篇综述概述了化学和生物学上天然和合成来源的螺环丁烯内酯和螺环丁内酯的进展。它还涵盖了构建天然和合成螺环丁烯内酯和螺环丁内酯的最新方法及其潜在应用。这篇综述概述了化学和生物学上天然和合成来源的螺环丁烯内酯和螺环丁内酯的进展。它还涵盖了构建天然和合成螺环丁烯内酯和螺环丁内酯的最新方法及其潜在应用。
更新日期:2020-07-31
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