Total Synthesis of Resveratrol-Based Natural Products Using a Palladium-Catalyzed Decarboxylative Arylation and an Oxidative Heck Reaction

Total Synthesis of Resveratrol-Based Natural Products Using a Palladium-Catalyzed Decarboxylative Arylation and an Oxidative Heck Reaction
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DOI:
10.1002/anie.201310676
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发表时间:
2014-02-24
影响因子:
16.6
通讯作者:
Studer, Armido
Studer, Armido
中科院分区:
化学1区
文献类型:
--
作者:
Klotter, Felix;Studer, Armido

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以白藜芦醇为基础的天然产品的控制访问由一个新颖的模块化概念提供。通过pd催化的脱羧芳基化反应和产率高、立体选择性高的氧化Heck反应引入具有重要结构意义的芳基,是一种易于大规模获得的常见构建块。模块化方法被成功合成三种基于白藜芦醇的外消旋天然产物(quadrangularin A, ampelopsin D和pallidol)令人信服地证明。
Controlled access to resveratrol-based natural products is offered by a novel, modular concept. A common building block readily available on a large scale serves as the starting material for the introduction of structurally important aryl groups by a Pd-catalyzed decarboxylative arylation and an oxidative Heck reaction with good yields and high stereoselectivity. The modular approach is convincingly documented by the successful synthesis of three racemic resveratrol-based natural products (quadrangularin A, ampelopsin D, and pallidol).