Aminative Umpolung of Aldehydes to α-Amino Anion Equivalents for Pd-Catalyzed Allylation: An Efficient Synthesis of Homoallylic Amines
Lei Ding, Jing Chen, Yifan Hu, Juan Xu, Xing Gong, Dongfang Xu, Baoguo Zhao* and Hexing Li
*The Education Ministry Key Lab of Resource Chemistry and
Shanghai Key Lab of Rare Earth Functional Materials, Shanghai Normal University,
Shanghai 200234, China, Email: zhaobg2006
shnu.edu.cn
L. Ding, J. Chen, Y. Hu, J. Xu, X. Gong, D. Xu, B. Zhao, H. Li, Org. Lett., 2014, 16, 720-723.
DOI: 10.1021/ol4034012
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Abstract
Aromatic aldehydes can be converted to α-amino anion equivalents via amination with 2,2-diphenylglycine and subsequent decarboxylation. These in situ generated α-imino anions are highly reactive for Pd-catalyzed allylation to give homoallylic amines in high yields with excellent regioselectivity.
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Key Words
homoallylic amines, benzylic amines
ID: J54-Y2014
