钯（Quinox）和过氧叔丁醇（TBHP）引发的内烯烃瓦克型氧化反应。
Wacker-type oxidation of internal alkenes using Pd(Quinox) and TBHP.
机构信息
Department of Chemistry, University of Utah, 315 South 1400 East, Salt Lake City, Utah 84112, USA.
出版信息
J Org Chem. 2013 Feb 15;78(4):1682-6. doi: 10.1021/jo302638v. Epub 2013 Feb 6.
Abstract
The Pd-catalyzed TBHP-mediated Wacker-type oxidation of internal alkenes is reported. The reaction uses 2-(4,5-dihydro-2-oxazolyl)quinoline (Quinox) as ligand and TBHP(aq) as oxidant to deliver single ketone constitutional isomer products in a predictable fashion from electronically biased olefins. This methodology is showcased through its application on an advanced intermediate in the total synthesis of the antimalarial drug artemisinin.
摘要
报道了钯催化的过氧叔丁醇（TBHP）介导的瓦克（Wacker）型氧化反应。该反应以 2-(4,5-二氢-2-恶唑基)喹啉（Quinox）为配体，以过氧叔丁醇（TBHP）水溶液为氧化剂，可从电子偏向的烯烃中以可预测的方式得到单酮结构异构体产物。该方法通过在抗疟药物青蒿素全合成的一个高级中间体中的应用得到了展示。
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