Enantioselective Bromolactonization of Deactivated Olefinic Acids.
Xiaojian JiangShenghui LiuSi YangMei JingLipeng XuPei YuYuqiang WangYing-Yeung YeungPublished in: Organic letters (2018)
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.
Keyphrases
- lps induced
- highly efficient
- inflammatory response
- anti inflammatory
- induced apoptosis
- metal organic framework
- electron transfer
- cell cycle arrest
- transition metal
- solar cells
- electronic health record
- big data
- endoplasmic reticulum stress
- electron microscopy
- estrogen receptor
- breast cancer cells
- signaling pathway
- endoplasmic reticulum
- cell proliferation
- deep learning
- wild type