Promotion of a Ti-Mediated Mannich Reaction by a Proton Source

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• 作者：John Limanto ; Naoki Yoshikawa ; Robert A. Reamer ; Lushi Tan ; Andrew Brunskill ; Mikhail Reibarkh
• 刊名：Journal of Organic Chemistry
• 出版年：2016
• 出版时间：January 15, 2016
• 年：2016
• 卷：81
• 期：2
• 页码：723-728
• 全文大小：404K
• ISSN：1520-6904

文摘

Low temperature NMR studies revealed that a diastereoselective Mannich reaction between a phenyl oxazolidone-derived titanium enolate and an aromatic aldimine was found to occur only after introduction of a proton source. While various protic additives could be used to promote the transformation, the best results were obtained using AcOH to afford the corresponding Mannich products in high diastereoselectivities and yields.