Li Dan, Zhang Minmin, Yang Yuling, Peng Tianyu, Yang Dongxu, Gao Wei, Wang Rui
School of Pharmaceutical Sciences, Capital Medical University, Beijing 100069, China.
Key Laboratory of Preclinical Study for New Drugs of Gansu Province, Lanzhou University, Lanzhou 730000, China.
Org Lett. 2020 Dec 4;22(23):9229-9233. doi: 10.1021/acs.orglett.0c03417. Epub 2020 Nov 17.
Chiral magnesium catalyzed intramolecular vinylogous Michael reaction of novel cyclohexadienones via a desymmetrization process is reported. ()-BINOL derived ligand and an achiral amide were employed in the current in situ generated magnesium catalyst, giving the corresponding hydrogenated benzofuranone skeletons in good to excellent enantioselectivities with high yields. This simple and efficient strategy could be utilized for the synthesis of aromatized α,β-unsaturated ester and Br-substituted hydrogenated benzofuranone in good yields under mild conditions.
报道了通过去对称化过程，手性镁催化新型环己二烯酮的分子内烯醇式迈克尔反应。在当前原位生成的镁催化剂中使用了（）-联萘酚衍生的配体和一种非手性酰胺，以高收率得到了对映选择性良好至优异的相应氢化苯并呋喃酮骨架。这种简单有效的策略可用于在温和条件下以良好收率合成芳构化的α，β-不饱和酯和溴取代的氢化苯并呋喃酮。
