Shanghai Key Laboratory of Green Chemistry and Chemical Processes, School of Chemistry and Molecular Engineering, East China Normal University, 3663N Zhongshan Road, Shanghai 200062, China.
Chem Soc Rev. 2018 Oct 29;47(21):7926-7953. doi: 10.1039/c8cs00274f.
In recent decades, transient and highly reactive ortho-quinodimethanes (o-QDMs), ortho-quinone methides (o-QMs) and aza-ortho-quinone methides (aza-o-QMs) have attracted much attention and have been extensively studied and applied in organic synthesis, especially natural product total synthesis. This review summarizes recent advances in Diels-Alder reactions involving in situ-generated o-QDMs, o-QMs and aza-o-QMs, highlighting the power and potential of this strategy in organic synthesis and natural product total synthesis. An overview of the methods for generating these intermediates is also available.
近几十年来,瞬态的和高反应性的邻醌二甲烷(o-QDMs)、邻醌甲醚(o-QMs)和氮杂邻醌甲醚(aza-o-QMs)受到了广泛的关注,并在有机合成中得到了广泛的研究和应用,尤其是在天然产物全合成中。本文综述了涉及原位生成的 o-QDMs、o-QMs 和 aza-o-QMs 的 Diels-Alder 反应的最新进展,强调了该策略在有机合成和天然产物全合成中的强大潜力。本文还概述了生成这些中间体的方法。