1 research outputs found
Enantioselective Bromolactonization of Deactivated Olefinic Acids
A novel enantioselective
bromolactonization of α,β-unsaturated
ketones using bifunctional amino-urea catalysts has been developed.
The scope of the reaction is evidenced by 23 examples of halolactones
bearing various functionalities with up to 99% yield and 99:1 er.
Unlike typical urea catalysts that require electron-deficient substituents
to enhance the hydrogen bond strength, it is interesting to realize
that electron-rich ureas are essential for high enantioselectivity
in this case. Moreover, experimental data reveals that the halolactone
compounds exhibit considerable anti-inflammatory effects on LPS-induced
RAW 264.7 cells