Aminative Umpolung of Aldehydes to α-Amino Anion Equivalents for Pd-Catalyzed Allylation: An Efficient Synthesis of Homoallylic Amines

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• 作者：Lei Ding ; Jing Chen ; Yifan Hu ; Juan Xu ; Xing Gong ; Dongfang Xu ; Baoguo Zhao ; Hexing Li
• 刊名：Organic Letters
• 出版年：2014
• 出版时间：February 7, 2014
• 年：2014
• 卷：16
• 期：3
• 页码：720-723
• 全文大小：403K
• ISSN：1523-7052

文摘

An attractive strategy for generation of 伪-amino anions from aldehydes with applications in synthesis of homoallylic amines is described. Aromatic aldehydes can be converted to 伪-amino anion equivalents via amination with 2,2-diphenylglycine and subsequent decarboxylation. The in situ generated 伪-imino anions are highly reactive for Pd-catalyzed allylation, forming the corresponding homoallylic amines in high yields with excellent regioselectivity.