A Mannich/cyclization cascade process for the asymmetric synthesis of spirocyclic thioimidazolidineoxindoles

被引：57

作者：

Cai, Hao ^{[1
,2
,3
]}

Zhou, Yu ^{[3
]}

Zhang, Dong ^{[1
,2
,3
]}

Xu, Jinyi ^{[1
,2
]}

Liu, Hong ^{[1
,2
,3
]}

机构：

[1] China Pharmaceut Univ, State Key Lab Nat Medicines, Nanjing 210009, Jiangsu, Peoples R China

[2] China Pharmaceut Univ, Dept Med Chem, Nanjing 210009, Jiangsu, Peoples R China

[3] Chinese Acad Sci, Shanghai Inst Mat Med, CAS Key Lab Receptor Res, Shanghai 201203, Peoples R China

来源：

CHEMICAL COMMUNICATIONS | 2014年 / 50卷 / 94期

基金：

中国国家自然科学基金;

关键词：

PICTET-SPENGLER REACTIONS; ENANTIOSELECTIVE CONSTRUCTION; HIGHLY EFFICIENT; 3-ISOTHIOCYANATO OXINDOLES; STEREOSELECTIVE-SYNTHESIS; ISOTHIOCYANATO OXINDOLES; 3+2 ANNULATION; DIELS-ALDER; SPIROOXINDOLES; STEREOCENTERS;

D O I：

10.1039/c4cc06000h

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

An asymmetric cascade Mannich/cyclization reaction between 3-isothiocyanato oxindoles and sulfimides using a commercially available organocatalyst has been developed. A wide range of structurally diverse spiro[imidazolidine-4,3'-oxindole] derivatives were obtained with good yields (up to 92%) and excellent enantioselectivities (up to 99% ee).

引用

页码：14771 / 14774

页数：4

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