金催化的羟基化炔丙基酯的不对称转化
Gold-Catalyzed Asymmetric Transformation of Hydroxylated Propargylic Esters.
作者信息
Quintanilla Carlos D, Zhao Ke, Zhang Liming
机构信息
Department of Chemistry and Biochemistry, University of California, Santa Barbara, Santa Barbara, CA, 93106, USA.
出版信息
Chempluschem. 2023 Oct;88(10):e202300314. doi: 10.1002/cplu.202300314. Epub 2023 Aug 21.
Abstract
By combining tandem asymmetric gold catalysis and subsequent stereoconvergent hydrolysis of enol ester in a one-pot process, hydroxylated propargylic esters are converted into chiral β-oxygenated ketones with mostly good enantiomeric ratios and in largely good to excellent yields. The product chiral center is formed via stereoselective cyclization of a hydroxylated allenyl ester intermediate, which is enabled by asymmetric gold-ligand cooperation.
摘要
通过在一锅法中结合串联不对称金催化以及烯醇酯随后的立体收敛水解，羟基化炔丙基酯被转化为手性β-氧化酮，其对映体比例大多良好，产率大多为良好至优异。产物手性中心通过羟基化烯丙基酯中间体的立体选择性环化形成，这是由不对称金-配体协同作用实现的。
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