Convenient Route to Secondary Sulfinates: Application to the Stereospecific Synthesis of 伪-C-Chiral Sulfonamides

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• 作者：Michael G. Johnson ; Michael W. Gribble ; Jr. ; Jonathan B. Houze ; Nick A. Paras
• 刊名：Organic Letters
• 出版年：2014
• 出版时间：December 5, 2014
• 年：2014
• 卷：16
• 期：23
• 页码：6248-6251
• 全文大小：416K
• ISSN：1523-7052

文摘

A convenient synthesis of 伪-chiral sulfinates from readily available precursors has been accomplished via the corresponding heterocyclic thioethers and sulfones. Treatment of the sulfinates with hydroxylamine sulfonate in aqueous solution provides 伪-C-chiral primary sulfonamides in good yield (14 examples) with retention of stereochemical purity.