Asymmetric Synthesis of Spirooxindole β-lactams via Isothiourea-catalyzed Mannich/lactamization Reaction of Aryl Acetic Acids with Isatin-derived Ketimines
Asymmetric Synthesis of Spirooxindole β-lactams via Isothiourea-catalyzed Mannich/lactamization Reaction of Aryl Acetic Acids with Isatin-derived Ketimines
复制标题
异硫脲催化芳基乙酸与靛红衍生酮亚胺的曼尼希/内酰胺化反应不对称合成螺吲哚β-内酰胺
DOI：
10.1002/adsc.201801621
复制
发表时间：
2019-04-01
影响因子：
5.4
通讯作者：
Deng, Wei-Ping
中科院分区：
文献类型：
--
作者：
Jin, Jing-Hai;Zhao, Jianhong;Deng, Wei-Ping
本发明公开了一种有效的[2+2]成环策略，即异硫氰酸酯催化剂均苯并四咪唑（HBTM）催化羧酸与靛红衍生的酮亚胺的曼尼希/内酰胺化级联反应。该方案提供了一系列结构多样的螺羟吲哚β-内酰胺，其具有良好至高产率的两个邻位立体中心，具有良好至优异的立体选择性。
An efficient [2+2] annulation strategy that isothiourea catalyst homobenzotetramisole (HBTM)-catalyzed Mannich/lactamization cascade reaction of carboxylic acids with isatin-derived ketimines has been disclosed. This protocol affords a range of structurally diverse spirooxindole beta-lactams bearing two vicinal stereogenic centers in good to high yields with good to excellent stereoselectivities.