Diastereo- and Enantioselective Organocatalytic Synthesis of Spirocyclopropyl Pyrazolones

被引：4

作者：

Carceller-Ferrer, Laura ^{[1
]}

Blay, Gonzalo ^{[1
]}

Munoz, M. Carmen ^{[2
]}

Pedro, Jose R. ^{[1
]}

Vila, Carlos ^{[1
]}

机构：

[1] Univ Valencia, Dept Quim Organ, Fac Quim, Dr Moliner 50, Burjassot 46100, Valencia, Spain

[2] Univ Politecn Valencia, Dept Fis Aplicada, Camino Vera S-N, Valencia 46022, Spain

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2024年 / 366卷 / 04期

关键词：

spirocyclic compounds; pyrazolones; cyclopropanes; organocatalysis; asymmetric synthesis; ASYMMETRIC CYCLOPROPANATION; CONSTRUCTION; YLIDES;

D O I：

10.1002/adsc.202300501

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

A diastereo- and enantioselective synthesis of spirocyclopropylpyrazolones has been described through a Michael/alkylation cascade reaction of 4-arylidenepyrazol-5-ones with diethyl 2-bromomalonate catalyzed by (DHQ)(2)AQN. The reaction afforded selectively the corresponding spirocyclic compounds with 30-83% yield, diastereoselectivities ranging from 60:40 to >95:5 and 26-93% enantiomeric excess under mild reaction conditions. Moreover, we performed two selective transformations with the corresponding chiral compounds.

引用

页码：698 / 703

页数：6

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