2-苯并噻唑亚胺与恶唑酮的有机催化不对称[4+2]环化反应：合成手性苯并噻唑并嘧啶衍生物
Organocatalytic asymmetric [4+2] cyclization of 2-benzothiazolimines with azlactones: access to chiral benzothiazolopyrimidine derivatives.
作者信息
Ni Qijian, Wang Xuyang, Xu Fangfang, Chen Xiaoyun, Song Xiaoxiao
机构信息
College of Chemistry and Materials Science, Key Laboratory of Functionalized Molecular Solids, Ministry of Education, Anhui Laboratory of Molecule-Based Materials, Anhui Normal University, Wuhu, Anhui 241002, P. R. China.
School of Environmental and Chemical Engineering, Jiangsu University of Science and Technology, Zhenjiang, 212003, P. R. China.
出版信息
Chem Commun (Camb). 2020 Mar 12;56(21):3155-3158. doi: 10.1039/d0cc00736f.
An organocatalytic asymmetric domino Mannich/cyclization reaction between 2-benzothiazolimines with azlactones has been successfully developed. With the bifunctional squaramide catalyst, this formal [4+2] cyclization occurs with good to high yields and excellent stereoselectivities (up to 99% ee, >20 : 1 dr), providing an efficient and mild access to chiral benzothiazolopyrimidines bearing adjacent tertiary and quaternary stereogenic centers.
已成功开发出2-苯并噻唑亚胺与恶唑烷酮之间的有机催化不对称多米诺曼尼希/环化反应。使用双功能方酰胺催化剂，这种形式上的[4+2]环化反应以良好至高收率和优异的立体选择性（高达99%ee，>20:1 dr）发生，为获得带有相邻叔碳和季碳立体中心的手性苯并噻唑并嘧啶提供了一种高效且温和的方法。
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