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

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

Volume: 9 Issue: 8

Author(s): Sung-Gon Kim

Affiliation:

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

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.

Cite this article as:

Kim Sung-Gon, Diastereoselective Organocatalytic Michael Addition of 2-Arylacetates Having an Electron-Withdrawing Group to Nitroalkenes, Letters in Organic Chemistry 2012; 9 (8) . https://dx.doi.org/10.2174/157017812802850168