Organocatalytic Cascade Reaction of Aliphatic Enals and Benzoylnitromethane: Synthesis of Enantioenriched Tetrasubstituted Cyclohexene Carbaldehyde

被引：0

作者：

David Rodriguez, Fredy A. ^{[1
,2
]}

Maldonado Villamil, Mauricio ^{[1
]}

Guevara-Pulido, James ^{[2
]}

机构：

[1] Univ Nacl Colombia, Fac Ciencias, Dept Quim, Bogota 11001, Colombia

[2] Univ El Bosque, Quim Farmaceut, Bogota 11001, Colombia

来源：

JOURNAL OF CHEMISTRY | 2020年 / 2020卷

关键词：

DOMINO MICHAEL-ALDOL; BIOCATALYSIS; COMPLEXITY; ECONOMY;

D O I：

10.1155/2020/9248793

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A new example of the reactivity of enals with benzoylnitromethane was studied in a Michael-Michael-Aldol-Dehydration quadruple organocascade reaction. The reaction unexpectedly yielded a tetrasubstituted cyclohexene carbaldehyde with excellent enantiomeric excess when crotonaldehyde was used as the Michael-acceptor, whereas using (E)-Hex-2-enal as the Michael-acceptor formed a cyclic hemiacetal by steering the reaction into the intramolecular formation of the same intermediate via a Michael-Heterocyclization domino reaction.

引用

页数：9

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