Highly diastereoselective and enantioselective direct Michael addition of phthalide derivatives to nitroolefins

被引:39
|
作者
Luo, Jie [1 ,2 ]
Wang, Haifei [3 ]
Zhong, Fangrui [1 ,2 ]
Kwiatkowski, Jacek [1 ,2 ]
Xu, Li-Wen [4 ]
Lu, Yixin [1 ,2 ,4 ]
机构
[1] Natl Univ Singapore, Dept Chem, Inst Life Sci, Singapore 117543, Singapore
[2] Natl Univ Singapore, Med Chem Program, Inst Life Sci, Singapore 117543, Singapore
[3] Hunan Univ Technol, Changsha, Hunan, Peoples R China
[4] Hangzhou Normal Univ, Key Lab Organosilicon Chem & Mat Technol, Minist Educ, Hangzhou 310012, Zhejiang, Peoples R China
关键词
ASYMMETRIC TRANSFER HYDROGENATION; PHOSPHINES SYNTHESIS; MANNICH REACTION; FACILE ACCESS; CYCLOADDITION; ALKYLATION; CARBONATES; OXINDOLES; CATALYSTS;
D O I
10.1039/c3cc42187b
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The first asymmetric Michael addition of 3-substituted phthalides to nitroolefins promoted by amino acid-incorporating multifunctional catalysts has been developed. The reported method led to the synthesis of 3,3-disubstituted phthalide derivatives in high yields, and in a highly diastereoselective and enantioselective manner. Facile synthesis of a chiral bicyclic lactam has also been demonstrated.
引用
收藏
页码:5775 / 5777
页数:3
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