Palladium-Catalyzed Carbonylative Couplings of Vinylogous Enolates: Application to Statin Structures

Ilya S. Makarov, Takashi Kuwahara, Xavier Jusseau, Ilhyong Ryu, Anders T. Lindhardt*, Troels Skrydstrup

*Corresponding author for this work

研究成果: Article同行評審

22 引文 斯高帕斯(Scopus)

摘要

The first Pd-catalyzed carbonylative couplings of aryl and vinyl halides with vinylogous enolates are reported generating products derived from C-C bond formation exclusively at the γ-position. Good results were obtained with a dienolate derivative of acetoacetate (1,3-dioxin-4-one). These transformations occurred at room temperature and importantly with only stoichiometric carbon monoxide in a two-chamber reactor. The methodology was applied to the synthesis of two members of the statin family generating the cis-3,5-diol acid motif by a γ-selective carbonylation followed by a cis-stereoselective reduction of the 3,5-dicarbonyl acid intermediates.

原文English
頁(從 - 到)14043-14046
頁數4
期刊Journal of the American Chemical Society
137
發行號44
DOIs
出版狀態Published - 11 十一月 2015

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