Synthesis of chromans and kinetic resolution of 2-aryl-3-nitro-2H-chromenes via the NHC-bound azolium homoenolate pathway
Literature Information
Publication Date
2019-08-15
DOI
10.1039/C9QO00868C
Impact Factor
5.281
Authors
Aditya Bhattacharya, Pushpendra mani Shukla, Lalit Kumar Kaushik, Biswajit Maji
View Original
Abstract
Beyond the tandem oxa-Michael strategy, an N-heterocyclic carbene-catalyzed kinetic resolution approach to access highly diastereo- and enantioenriched 2-aryl-3-nitro-chromane derivatives has been developed. An efficient strategy for the kinetic resolution of racemic 2-aryl-3-nitro-2H-chromenes was also successfully achieved. This catalytic kinetic resolution method allows the synthetically valuable chiral scaffolds, chromane and 2H-chromene, to be accessed in a single catalytic and asymmetric transformation, through the NHC-bound azolium homoenolate pathway.
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Source Journal
Organic Chemistry Frontiers
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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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Molecular Formula:
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