Access to Benzylic Quaternary Carbons from Aromatic Ketones.
You LiJingpeng HanHan LuoQiaoyu AnXiao-Ping CaoBao-Sheng LiPublished in: Organic letters (2019)
The construction of benzylic all-carbon quaternary stereocenters, which are ubiquitous in biomolecules and drugs, is a task of high practical significance. Herein, we disclose a highly efficient one-pot method of constructing all-carbon quaternary structural units from aryl ketones, revealing that the entire process involves three consecutive chemical events, namely nucleophilic addition, Meinwald 1,2-hydrogen migration, and alkylation. Interestingly, dimerization of acetophenones results in formation of 2,4-diarylfurans under the employed conditions rather than the quaternary carbon products.
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