Asymmetric Organocatalysis and the Nitro Group Functionality

被引:68
作者
Aitken, Lewis S. [1 ]
Arezki, Natasha R. [1 ]
Dell'Isola, Antonio [1 ]
Cobb, Alexander J. A. [1 ]
机构
[1] Univ Reading, SCFP, Reading RG6 6AD, Berks, England
来源
SYNTHESIS-STUTTGART | 2013年 / 45卷 / 19期
关键词
organocatalysis; nitro group; conjugate addition; nucleophilic addition; cyclization; cascade reaction; domino reaction; AZA-HENRY REACTION; ENANTIOSELECTIVE CONJUGATE ADDITION; SULFA-MICHAEL/MICHAEL ADDITION; DIPHENYLPROLINOL SILYL ETHERS; PHASE-TRANSFER CATALYSIS; MICHAEL ADDITION; HIGHLY EFFICIENT; 1,3-DICARBONYL COMPOUNDS; 2-AMINOPYRIDINIUM IONS; 1,4-ADDITION REACTIONS;
D O I
10.1055/s-0033-1338522
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The nitro group is an exceptionally versatile functional group, not only because it is essentially a masked amine, but also because its chemistry can be exploited in a number of useful ways. Asymmetric organocatalysis in particular has capitalized on the use of the nitro group towards the synthesis of a variety of nitrogen-containing targets. Perhaps of greatest interest is that this functional group has been shown to be invaluable within the rapidly expanding field of organocatalytic domino reactions. This review features selected examples of nitro group reactivity in organocatalysis to demonstrate its dynamism and utility.
引用
收藏
页码:2627 / 2648
页数:22
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