Organocatalytic Atroposelective Formal Diels-Alder Desymmetrization of N-Arylmaleimides

被引：58
作者：
Eudier, Florine [1 ,2 ]
Righi, Paolo [1 ]
Mazzanti, Andrea [1 ]
Ciogli, Alessia [3 ]
Bencivenni, Giorgio [1 ]
机构：
[1] Univ Bologna, Dept Ind Chem Toso Montanari, Alma Mater Studiorum, I-40136 Bologna, Italy
[2] Ecole Natl Super Chim Paris, Chim ParisTech, F-75231 Paris 05, France
[3] Univ Roma La Sapienza, Dept Chem & Drug Technol, I-00185 Rome, Italy
来源：
ORGANIC LETTERS | 2015年 / 17卷 / 07期
关键词：
CATALYZED ENANTIOSELECTIVE REACTIONS; DYNAMIC KINETIC RESOLUTION; NON-BIARYL ATROPISOMERS; ASYMMETRIC-SYNTHESIS; MICHAEL ADDITION; 1ST EXAMPLE; MALEIMIDES; CYCLOADDITION; CONSTRUCTION; CONFORMATION;
D O I：
10.1021/acs.orglett.5b00509
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The atroposelective desymmetrization of N-arylmaleimides was realized by means of a primary amine catalyzed Diels-Alder reaction of enones. The chiral axis as new element of chirality is generated under the remote control of the catalyst that selectively drives the formal Diels-Alder reaction through an exclusive stereochemical outcome.
引用
收藏
页码：1728 / 1731
页数：4
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