Highly enantioselective synthesis of bisoxindoles with two vicinal quaternary stereocenters via Lewis base mediated addition of oxindoles to isatin-derived ketimines

被引：48

作者：

Tang, Zhongkai ^{[1
]}

Shi, Yan ^{[1
]}

Mao, Haibin ^{[1
]}

Zhu, Xuebin ^{[1
]}

Li, Weipeng ^{[1
]}

Cheng, Yixiang ^{[1
]}

Zheng, Wen-Hua ^{[1
]}

Zhu, Chengjian ^{[1
,2
]}

机构：

[1] Nanjing Univ, Sch Chem & Chem Engn, State Key Lab Coordinat Chem, Nanjing 210093, Jiangsu, Peoples R China

[2] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2014年 / 12卷 / 32期

基金：

高等学校博士学科点专项科研基金; 中国国家自然科学基金;

关键词：

ORGANOCATALYTIC ASYMMETRIC-SYNTHESIS; SULFA-MICHAEL/MICHAEL ADDITION; BEARING ADJACENT QUATERNARY; MICHAEL-MICHAEL CASCADE; MANNICH REACTION; CONSTRUCTION; FACILE; CHROMANS; AG-041R; NITROOLEFINS;

D O I：

10.1039/c4ob01039f

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A highly efficient asymmetric organocatalytic addition of 3-substituted oxindole to isatin-derived ketimine is reported with excellent stereocontrol (>99 : 1 dr, >99% ee) under mild conditions. This method provides access to the bisoxindole structure moiety with two vicinal quaternary stereogenic centers.

引用

页码：6085 / 6088

页数：4

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