Organocatalytic asymmetric [4+2] cyclization of 2-benzothiazolimines with azlactones: access to chiral benzothiazolopyrimidine derivatives
作者:Qijian Ni、Xuyang Wang、Fangfang Xu、Xiaoyun Chen、Xiaoxiao Song
DOI:10.1039/d0cc00736f
日期:——
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
已经成功开发了2-苯并噻唑啉与氮杂内酯之间的有机催化不对称多米诺骨牌曼尼希/环化反应。使用双功能方酰胺催化剂,这种正式的[4 + 2]环化反应具有良好的高收率和出色的立体选择性(高达99%ee,> 20:1 dr),提供了温和而温和的途径来接触带有相邻三级和三级的手性苯并噻唑并嘧啶第四纪立体成因中心。