Catalytic, Diastereoselective 1,2-Difluorination of Alkenes

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• 作者：Steven M. Banik ; Jonathan William Medley ; Eric N. Jacobsen
• 刊名：Journal of the American Chemical Society
• 出版年：2016
• 出版时间：April 20, 2016
• 年：2016
• 卷：138
• 期：15
• 页码：5000-5003
• 全文大小：405K
• 年卷期：0
• ISSN：1520-5126

文摘

We describe a direct, catalytic approach to the 1,2-difluorination of alkenes. The method utilizes a nucleophilic fluoride source and an oxidant in conjunction with an aryl iodide catalyst and is applicable to alkenes with all types of substitution patterns. In general, the vicinal difluoride products are produced with high diastereoselectivities. The observed sense of stereoinduction implicates anchimeric assistance pathways in reactions of alkenes bearing neighboring Lewis basic functionality.