Department of Organic Synthesis and Process Chemistry, CSIR-Indian Institute of Chemical Technology (CSIR-IICT), Hyderabad 500007, India.
Academy of Scientific and Innovative Research (AcSIR), Ghaziabad 201002, India.
Chem Commun (Camb). 2021 Dec 14;57(99):13598-13601. doi: 10.1039/d1cc05941f.
Herein, we report highly diastereoselective arylative cyclization of enone-tethered cyclohexadienones Rh(III)-catalyzed C-H activation of -methoxybenzamides. This reaction proceeds through the formation of a five-membered rhodacycle followed by bis-Michael cascade annulation to access functionalized bicyclic scaffolds with four contiguous stereocenters with a broad substrate scope. These products have excellent functional handles, allowing further synthetic transformation to increase the structural complexity. Furthermore, mechanistic studies of arylative cyclization and a gram-scale experiment are also presented.
在此，我们报告了铑（III）催化的芳基化环化反应，该反应具有高度的非对映选择性，涉及烯酮-环已二烯酮的芳基化环化。该反应通过形成五元铱环，然后进行双迈克尔级联环加成，从而构建具有四个连续立体中心的功能化双环支架，具有广泛的底物范围。这些产物具有极好的功能基，可以进一步进行合成转化，以增加结构复杂性。此外，还进行了芳基化环化的机理研究和克级实验。
