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.

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页码：1728 / 1731

页数：4

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