Highly stereoselective synthesis of trans-4-trifluoromethylsulfonyl-2,3-dihydrofurans from arsonium ylides and (E)-α-trifluoromethylsulfonyl-α,β-unsaturated ketones
作者:Zhenqi Chen、Jiaping Zhang、Jie Chen、Hongmei Deng、Min Shao、Hui Zhang、Weiguo Cao
DOI:10.1016/j.tet.2010.05.097
日期:2010.8
The reactions of arsonium bromides with (E)-α-trifluoromethylsulfonyl-α,β-unsaturated ketones in the presence of Cs2CO3 or K2CO3 proceeded smoothly under refluxing condition in dichloromethane (DCM) to give the corresponding trifluoromethylated trans-2,3-dihydrofurans in good to excellent yields with high stereoselectivity.
在二氯甲烷(DCM)中,在回流条件下,在Cs 2 CO 3或K 2 CO 3存在下,溴化砷鎓与(E)-α-三氟甲基磺酰基-α,β-不饱和酮的反应平稳进行,得到相应的三氟甲基化反式- 2,3-二氢呋喃具有良好的收率和优异的立体选择性。