Wacker-type oxidation of internal alkenes using Pd (Quinox) and TBHP
RJ DeLuca, JL Edwards, LD Steffens…
文献索引：Deluca, Ryan J.; Edwards, Jennifer L.; Steffens, Laura D.; Michel, Brian W.; Qiao, Xiaoxiao; Zhu, Chunyin; Cook, Silas P.; Sigman, Matthew S. Journal of Organic Chemistry, 2013 , vol. 78, # 4 p. 1682 - 1686
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.
