Catalytic asymmetric synthesis of polysubstituted spirocyclopropyl oxindoles: organocatalysis versus transition metal catalysis
Literature Information
Publication Date
2015-05-05
DOI
10.1039/C5QO00092K
Impact Factor
5.281
Authors
Zhong-Yan Cao
View Original
Abstract
Spirocyclopropyl oxindoles are widely present in natural products and bioactive molecules. In addition, they play a significant role as a type of donor–acceptor (DA) cyclopropanes in catalytic reactions. Four distinct pathways have been developed for the asymmetric synthesis of this framework, which nicely show the potential of organocatalytic and metal catalyzed asymmetric cyclopropanation in the creation of spirocyclic compounds. This minireview summarizes these complementary methods to synthesise optically active spirocyclopropyl oxindoles bearing various functional groups, discusses the difference and advantages of each method, and summarizes synthetic opportunities that still exist.
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Source Journal
Organic Chemistry Frontiers
CiteScore:
7.8
Self-citation Rate:
8.7%
Articles per Year:
724
Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry
Recommended Compounds
![4-[(2-{2-[2-(2-Aminoethoxy)ethoxy]ethoxy}ethyl)amino]-2-(2,6-dioxo-3-piperidinyl)-1H-isoindole-1,3(2H)-dione structure](https://static.chemtradehub.com/structs/209/2093416-31-8-3162.webp "4-[(2-{2-[2-(2-Aminoethoxy)ethoxy]ethoxy}ethyl)amino]-2-(2,6-dioxo-3-piperidinyl)-1H-isoindole-1,3(2H)-dione structure")
4-[(2-{2-[2-(2-Aminoethoxy)ethoxy]ethoxy}ethyl)amino]-2-(2,6-dioxo-3-piperidinyl)-1H-isoindole-1,3(2H)-dione
CAS Number:
2093416-31-8
Molecular Formula:
C21H28N4O7
1-(3,4-Dichlorophenyl)-1H-pyrazole-3-carboxylic acid
CAS Number:
1152949-12-6
Molecular Formula:
C10H6Cl2N2O2
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