Department of Chemistry, National Chung Hsing University, Taichung City, 40227, Taiwan, Republic of China.
Org Biomol Chem. 2021 Jul 7;19(26):5836-5843. doi: 10.1039/d1ob00888a.
Spirocyclic o-quinone analogues show a broad spectrum of applications as biologically active compounds. We herein report the chiral bifunctional squaramide catalysed asymmetric vinylogous aldol-cyclization cascade reaction between 3-alkylidene oxindoles and o-quinones. A wide range of enantioenriched spirocyclic o-quinone analogues with a quaternary stereocenter could be smoothly synthesized in good to excellent yields (up to 99%) with high enantioselectivities (up to 99%).
螺环邻醌类似物作为具有广泛生物活性的化合物,具有广泛的应用。在此,我们报告了手性双功能螺二酰胺催化的 3-亚烷基氧化吲哚与邻醌之间的不对称乙烯基醇醛-环化级联反应。一系列具有季立体中心的手性螺环邻醌类似物能够以良好至优秀的收率(高达 99%)和高对映选择性(高达 99%)顺利合成。