通过双重稠合策略构建手性异噁唑并噻吩烷。
Construction of Chiral Isotetronic Acid-Fused Thiochromane via Doubly Annulative Strategy.
机构信息
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.
出版信息
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。
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