College of Chemistry and Environment Protection Engineering, Southwest Minzu University, Chengdu 610041, China.
Faculty of Geosciences and Environmental Engineering, Southwest Jiaotong University, Chengdu 610031, China.
J Org Chem. 2021 Mar 19;86(6):4448-4456. doi: 10.1021/acs.joc.0c02878. Epub 2021 Mar 2.
A sulfa-Michael/aldol/lactonization cascade reaction has been established to construct isotetronic acid-fused thiochromanes in a highly stereoselective fashion (≥11:1 dr, 35-98% ee). The tricyclic products were obtained in 35-99% isolated yields in the presence of a bifunctional squaramide. Three reactive sites of β,γ-unsaturated α-ketoester, including the less-explored ester carbonyl group, were sequentially utilized to construct two fused heterocycles in a one-pot operation.
已建立一个磺胺-Michael/aldol/内酯化级联反应，以高度立体选择性的方式构建异噁唑烷-2,4-二酮融合硫代色满（≥11:1 dr，35-98%ee）。在双功能琥酰胺存在下，以 35-99%的分离产率获得三环产物。β,γ-不饱和α-酮酯的三个反应位点，包括探索较少的酯羰基，被连续利用，在一锅操作中构建两个融合杂环。
