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.
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页数：9
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