Department of Chemistry, Indian Institute of Technology Bombay, Powai, Mumbai, 400076, Maharashtra, India.
Chem Asian J. 2020 Sep 15;15(18):2815-2837. doi: 10.1002/asia.202000753. Epub 2020 Aug 25.
2,3,5-Trisubstituted tetrahydrofuran moiety is ubiquitous in natural products. These have served as appealing candidates for total synthesis due to their varied bio- and pharmaceutical activities. This tutorial review delineates the ingenious efforts by many researchers in the total synthesis of selected natural products based on a common 2,3,5-trisubstituted tetrahydrofuran core structure. Many of the syntheses display nuanced interplay between new methods and the ingenuity of planned strategies achieved through catalysis or cascade chemistry. In some cases, the chiron approach has come quite handy, wherein the structural features and the stereochemistry in select molecules could map well with naturally available starting materials. This compilation also aims to enhance the diversity space based on these natural products and further interest in sustainable total synthesis.
2,3,5-三取代四氢呋喃部分在天然产物中普遍存在。由于其具有多种生物和药物活性，这些部分已成为全合成中极具吸引力的候选物。本综述教程概述了许多研究人员在基于共同的 2,3,5-三取代四氢呋喃核心结构的选定天然产物的全合成方面所做的巧妙努力。许多合成方法展示了新方法和通过催化或级联化学实现的计划策略的巧妙结合之间的细微相互作用。在某些情况下，前手性方法非常方便，其中选择分子中的结构特征和立体化学可以很好地与天然可用的起始材料相匹配。本综述还旨在基于这些天然产物和对可持续全合成的进一步兴趣来扩大多样性空间。
