Catalytic asymmetric de novo construction of 4-pyrrolin-2-ones via intermolecular formal [3+2] cycloaddition of azoalkenes with azlactones

被引:8
|
作者
Mo, Nan-Nan [1 ,2 ]
Miao, Yu-Hang [1 ,2 ]
Xiao, Xiao [3 ]
Hua, Yuan-Zhao [1 ,2 ]
Wang, Min-Can [1 ,2 ]
Huang, Lihua [1 ,2 ]
Mei, Guang-Jian [1 ,2 ]
机构
[1] Zhengzhou Univ, Green Catalysis Ctr, Zhengzhou 450001, Peoples R China
[2] Zhengzhou Univ, Coll Chem, Zhengzhou 450001, Peoples R China
[3] Zhejiang Univ Technol, Inst Pharmaceut Sci & Technol, Hangzhou 310014, Peoples R China
关键词
DIELS-ALDER REACTION; ENANTIOSELECTIVE SYNTHESIS; DERIVATIVES; HETEROCYCLES;
D O I
10.1039/d3cc01194a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The chiral phosphoric acid-catalyzed asymmetric intermolecular formal [3+2] cycloaddition of azoalkenes with azlactones has been established. This convergent protocol leads to a facile and enantioselective de novo construction of a wide range of fully substituted 4-pyrrolin-2-ones bearing a fully substituted carbon atom in good yields and with excellent enantioselectivities (26 examples, 72-95% yields and 87-99% ee).
引用
收藏
页码:5902 / 5905
页数:4
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