![(1R,6R)-6-({[(2-Methyl-2-propanyl)oxy]carbonyl}amino)-3-cyclohexene-1-carboxylic acid structure](https://static.chemtradehub.com/structs/865/865689-24-3-5fef.webp "(1R,6R)-6-({[(2-Methyl-2-propanyl)oxy]carbonyl}amino)-3-cyclohexene-1-carboxylic acid structure")
(1R,6R)-6-({[(2-Methyl-2-propanyl)oxy]carbonyl}amino)-3-cyclohexene-1-carboxylic acid
CAS Number:
865689-24-3
Molecular Formula:
C12H19NO4
Organocatalyzed asymmetric formal [3 + 2] cycloaddition of isocyanoacetates with N-itaconimides: facile access to optically active spiropyrroline succinimide derivatives
Literature Information
Publication Date
2019-10-17
DOI
10.1039/C9QO00939F
Impact Factor
5.281
Authors
Mei-Xin Zhao, Qiang Liu, Kun-Ming Yu, Xiao-Li Zhao
View Original
Abstract
An efficient organocatalytic asymmetric formal [3 + 2] cycloaddition reaction of α-aryl isocyanoacetates with N-aryl or alkyl substituted itaconimides catalyzed by a dihydroquinine derived squaramide catalyst has been investigated, which affords the corresponding spiropyrroline succinimide derivatives with two non-adjacent quaternary–quaternary stereocenters in moderate to good yields (up to 82%) with moderate to excellent diastereoselectivities (up to >20 : 1 dr) and excellent enantioselectivities (90–>99% ee) under mild conditions.
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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
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![Methyl 2-[5-(3-Phenoxyphenyl)-2H-tetrazol-2-yl]acetate structure](https://static.chemtradehub.com/structs/130/1305320-60-8-84b4.webp "Methyl 2-[5-(3-Phenoxyphenyl)-2H-tetrazol-2-yl]acetate structure")
Methyl 2-[5-(3-Phenoxyphenyl)-2H-tetrazol-2-yl]acetate
CAS Number:
1305320-60-8
Molecular Formula:
C16H14N4O3
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