期刊
CHEMICAL SCIENCE
卷 6, 期 7, 页码 4184-4189出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/c5sc00878f
关键词
-
资金
- National Natural Science Foundation of China [21372013]
- Shenzhen Peacock Program [KQTD201103]
We report the first asymmetric sulfa-Michael addition (SMA) reactions using a chiral N-heterocyclic carbene (NHC) as a non-covalent organocatalyst. We demonstrate that a triazolium salt derived NHC functions as an excellent Bronsted base to promote enantioselective carbon-sulfur bond formation. The reaction is applicable to a wide range of thiols and electrophilic olefins. Notably, quaternary chiral centers bearing both an S atom and a CF3 group were synthesized with excellent asymmetric control. Mechanistic studies suggest that the facial discrimination is likely to be guided by non-covalent interactions: hydrogen bonding and pi-pi stacking.
作者
我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。
推荐
暂无数据