通过烷氧基锍离子实现电氧化环化和化学氧化的整合。利用环化反应从烯烃合成非环酮。
Integration of electrooxidative cyclization and chemical oxidation via alkoxysulfonium ions. Synthesis of exocyclic ketones from alkenes with cyclization.
机构信息
Department of Synthetic and Biological Chemistry, Graduate School of Engineering, Kyoto University, Nishikyo-ku, Kyoto, Japan.
出版信息
Org Biomol Chem. 2013 May 28;11(20):3322-31. doi: 10.1039/c3ob40315g.
An integration of electrooxidative cyclization and chemical oxidation was achieved. Electrochemical oxidation of alkenes having a nucleophilic moiety in the presence of DMSO gave cyclized alkoxysulfonium ions, which were converted to the corresponding ketones by treatment with triethylamine in a one-pot sequential manner. The method is also an effective tool for cyclization of 1,6-dienes affording five-membered ring diketones in high stereoselectivity.
实现了电氧化环化和化学氧化的整合。在 DMSO 的存在下，具有亲核部分的烯烃的电化学氧化生成环化烷氧基锍离子，这些离子通过用三乙胺在一锅法中进行处理，可转化为相应的酮。该方法也是一种有效工具，可用于 1,6-二烯的环化，以高立体选择性得到五元环二酮。
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