Construction of an all-carbon quaternary stereocenter by organocatalytic enantioselective α-functionalization of α-substituted β-ketocarbonyls with electron deficient vinylarenes

Shizhou Liu; Mengchao Tong; Yang Yu; Hexin Xie; Hao Li; Wei Wang

doi:10.1039/c5cc03562g

Construction of an all-carbon quaternary stereocenter by organocatalytic enantioselective α-functionalization of α-substituted β-ketocarbonyls with electron deficient vinylarenes

Shizhou Liu
, Mengchao Tong
, Yang Yu
, Hexin Xie
, Hao Li
, Wei Wang

Research output: Contribution to journal › Article › peer-review

9 Scopus citations

Abstract

A chiral amine catalyzed enantioselective α-functionalization of α-substituted β-ketocarbonyls with electron-deficient vinylarenes has been developed to construct the dicarbonyl products with the formation of a chiral all-carbon quaternary stereocenter. The products can be used for the efficient synthesis of useful but challenging chiral quaternary centered pyrazolones.

Original language	English (US)
Pages (from-to)	11221-11224
Number of pages	4
Journal	Chemical Communications
Volume	51
Issue number	56
DOIs	https://doi.org/10.1039/c5cc03562g
State	Published - Jul 18 2015
Externally published	Yes

ASJC Scopus subject areas

Catalysis
Electronic, Optical and Magnetic Materials
Ceramics and Composites
General Chemistry
Surfaces, Coatings and Films
Metals and Alloys
Materials Chemistry

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10.1039/c5cc03562g

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Construction of an all-carbon quaternary stereocenter by organocatalytic enantioselective α-functionalization of α-substituted β-ketocarbonyls with electron deficient vinylarenes. / Liu, Shizhou; Tong, Mengchao; Yu, Yang et al.
In: Chemical Communications, Vol. 51, No. 56, 18.07.2015, p. 11221-11224.

Research output: Contribution to journal › Article › peer-review

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abstract = "A chiral amine catalyzed enantioselective α-functionalization of α-substituted β-ketocarbonyls with electron-deficient vinylarenes has been developed to construct the dicarbonyl products with the formation of a chiral all-carbon quaternary stereocenter. The products can be used for the efficient synthesis of useful but challenging chiral quaternary centered pyrazolones.",

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AU - Xie, Hexin

AU - Li, Hao

AU - Wang, Wei

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AB - A chiral amine catalyzed enantioselective α-functionalization of α-substituted β-ketocarbonyls with electron-deficient vinylarenes has been developed to construct the dicarbonyl products with the formation of a chiral all-carbon quaternary stereocenter. The products can be used for the efficient synthesis of useful but challenging chiral quaternary centered pyrazolones.

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Construction of an all-carbon quaternary stereocenter by organocatalytic enantioselective α-functionalization of α-substituted β-ketocarbonyls with electron deficient vinylarenes

Abstract

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