Expanding the Scope of Cinchona Alkaloid-Catalyzed Enantioselective α-Aminations of Oxindoles: A Versatile Approach to Optically Active 3-Amino-2-oxindole Derivatives

被引：113

作者：

Bui, Tommy

Borregan, Mar

Barbas, Carlos F., III

机构：

[1] Skaggs Institute for Chemical Biology, Departments of Chemistry and Molecular Biology, Scripps Research Institute

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2009年 / 74卷 / 23期

关键词：

ASYMMETRIC-SYNTHESIS; ARYLBORONIC ACIDS; CONSTRUCTION; CYANOACETATES; ALLYLATION; ALDEHYDES; ISATINS;

D O I：

10.1021/jo902039a

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A cinchona alkaloid-catalyzed, highly enantioselective, alpha-amination of oxindoles has been developed. The reaction is general, operationally simple, and affords the desired products in high yields with good to excellent enantioselectivity. Significantly, this Study provides a general catalytic method for the construction of a C-N bond at the C3 position of oxindoles as Well as for the creation of a nitrogen-containing, tetrasubstituted chiral center.

引用

页码：8935 / 8938

页数：4

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