Palladium(0)-Catalyzed Asymmetric Cross Inverse-Electron-Demand Diels–Alder Reaction between Distinct Electron-Deficient Dienes

作者：Ke Xie, Bao-Rui Kong, Chuang-Qi Wang, Zhichao Chen, Wei Du, Ying‐Chun Chen · 发表于：Organic Letters · 年份：2025 · DOI：10.1021/acs.orglett.5c01957 · 被引用次数：4 · 研究领域：Asymmetric Synthesis and Catalysis、Catalytic C–H Functionalization Methods、Synthetic Organic Chemistry Methods

Here we present an asymmetric and regioselective cross inverse-electron-demand Diels–Alder reaction between 2,4-dienyl carbonyls and 1-heterodienes or allylidenemalononitriles, by reversing the reactivity of the former electrophilic partners via γ,δ -dihapto coordination with palladium(0) and backdonation. A broad spectrum of multifunctional tetrahydropyridines, dihydropyrans and cyclohexene derivatives are generally constructed in high yields, diastereo- and enantioselectivity, even with low catalyst loadings (0.6 mol % of Pd).