利用新兴的碳氢功能化方法实现桥接多环天然产物的发散全合成策略

IF 0.2 4区 化学 Q4 CHEMISTRY, ORGANIC Journal of Synthetic Organic Chemistry Japan Pub Date : 2023-11-01 DOI:10.5059/yukigoseikyokaishi.81.1028
Goh Sennari, Richmond Sarpong
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引用次数: 0

摘要

碳氢键在复杂的天然产物中普遍存在。在过去的三十年中,已经开发了许多方法来转换通常被认为是惰性的官能团远端的C-H键。这些进步现在可以在后期进行选择性外设功能化。传统上不反应的C-H键在反应中的直接参与通过减少官能团的相互转换扩大了化学空间。因此,碳氢化合物功能化在医药和农业化学以及天然产物的全合成中是一种强大的工具,在这些合成中,通常需要从一个共同的中间体多样化到广泛的化合物。在这篇文章中,我们详细介绍了依赖于新兴的碳氢功能化方法的思维过程和设计原则,在每种情况下,从一种常见的中间体中制备出广泛的桥接、多环、头孢烷和长硼烷家族的天然产物。
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Use of Emerging C-H Functionalization Methods to Implement Strategies for the Divergent Total Syntheses of Bridged Polycyclic Natural Products
Carbon-hydrogen (C-H) bonds are ubiquitous in complex natural products. Over the past three decades, many methods to convert C-H bonds distal from functional groups, which were generally considered inert, have been developed. These advances now enable selective peripheral functionalizations at a late-stage. The direct engagement of traditionally unreactive C-H bonds in reactions expands chemical space by reducing functional group interconversions. As such, C-H functionalization serves as a powerful tool in medicinal and agrocultural chemistry as well as in the total synthesis of natural products where diversification to a broad array of compounds from a common intermediate is often desired. In this Account, we detail the thought processes and design principles that relied on emerging methods for C-H functionalization to prepare a wide range of bridged, polycyclic, natural products in the cephalotane and longibornane families from a common intermediate in each case.
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来源期刊
CiteScore
0.30
自引率
0.00%
发文量
120
审稿时长
6-12 weeks
期刊介绍: Information not localized
期刊最新文献
Synthetic Element Chemistry based on Precise Designs of Reagents and Transition States Use of Emerging C-H Functionalization Methods to Implement Strategies for the Divergent Total Syntheses of Bridged Polycyclic Natural Products Rapid Alternating Polarity as a Unique Tool for Synthetic Electrochemistry Synthesis of Structurally Diverse Polycyclic Arenes Using Tandem Oxidative Ring Expansion Strategy Divergent Transformation of Carboxylic Acids through Photocatalytic Decarboxylation with Hypervalent Iodine Reagents
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