Diastereoselective Organocatalytic Michael Addition of 2-Arylacetates Having an Electron-Withdrawing Group to Nitroalkenes

Author(s): Sung-Gon Kim.

Journal Name: Letters in Organic Chemistry

Volume 9 , Issue 8 , 2012

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Abstract:

The first efficient organocatalytic conjugate addition reaction of 2-arylacetates and 2-arylacetonitriles having an electron-withdrawing group to nitroalkenes has been achieved using a bifuctional amino thiourea catalyst. The reagents having NO2-, CO2Me-, and CN-functional groups on the aromatic ring can be used; the bifuctional catalyst 4i provided Michael adducts in the reaction of various nitroalkenes with broad generality in high yield and diastereoselectivity.

Keywords: Bifuctional catalyst, conjugate addition, Michael addition, nitroalkene, organocatalysis, pronucleophiles, carbon, stereogenic, alkaloid, acetate.

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Article Details

VOLUME: 9
ISSUE: 8
Year: 2012
Page: [572 - 576]
Pages: 5
DOI: 10.2174/157017812802850168
Price: $65

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