Abstract:
Dioxinone derivatives, a class of acetoacetate derivatives, have attracted widespread attention because of their multiple reactive sites, high reactivity, unique chemical properties, and potential synthetic applications. The dioxinone group is also stable under a wide range of reaction conditions, including strong acids, as well as a variety of transition-metal-catalysed processes, such as olefin metathesis and Pd-mediated cross-coupling. The inherent reactivity and diverse applications of dioxinones make them valuable reactive intermediates in organic synthesis. The conversion of dioxinones to acylketenes and their subsequent nucleophilic capture is also an excellent strategy for synthesising β-keto acid derivatives, which can be applied even in complex molecular synthesis. This review focuses on the recent advances in the application of dioxinones in synthetic method research and the total synthesis of natural products, highlighting the exceptional utility of these synthetic methodologies in the construction of macrocyclic cores and terpenoid skeletons. In particular, successful transformations of dioxinone fragments are discussed.
摘要:
二恶英酮衍生物,一类乙酰乙酸酯衍生物,由于它们的多个反应位点而引起了广泛的关注,高反应性,独特的化学性质,和潜在的合成应用。二恶烷酮基团在宽范围的反应条件下也是稳定的,包括强酸,以及各种过渡金属催化过程,例如烯烃复分解和Pd介导的交叉偶联。二恶英酮的固有反应性和多种应用使其在有机合成中成为有价值的反应中间体。二恶烷酮向酰基烯酮的转化及其随后的亲核捕获也是合成β-酮酸衍生物的极好策略,甚至可以应用于复杂的分子合成。本文综述了二恶英酮在合成方法研究和天然产物全合成中的应用进展。强调这些合成方法在大环核心和萜类骨架的构建中的特殊用途。特别是,讨论了二恶英酮片段的成功转化。