Enantioselective Ring-Closing Aminomethylamination of Allylic Aminodienes with Aminals Triggered by C-N Bond Metathesis

被引:1
|
作者
Zou, Suchen [1 ,2 ]
Zhao, Zeyu [1 ,2 ]
Huang, Hanmin [1 ,2 ,3 ]
机构
[1] Univ Sci & Technol China, Key Lab Precis & Intelligent Chem, Hefei 230026, Anhui, Peoples R China
[2] Univ Sci & Technol China, Dept Chem, Hefei 230026, Anhui, Peoples R China
[3] Huaibei Normal Univ, Key Lab Green & Precise Synthet Chem & Applicat, Minist Educ, Huaibei 235000, Anhui, Peoples R China
基金
中国国家自然科学基金; 国家重点研发计划;
关键词
AMINES; EXCHANGE;
D O I
10.1021/acs.orglett.4c00641
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A conceptually novel strategy utilizing a cyclopalladated complex as an electrophile to activate the C-N bond for the C-N bond metathesis between allylamines and aminals is developed, which enables an efficient ring-closing aminomethylamination of allylic aminodienes and aminals. The reaction proceeds under mild reaction conditions and displays a remarkable scope. Utilizing a modified Trost-type diphosphine as the ligand, this method enables the efficient synthesis of 5-10-membered aminoallylated chiral N-heterocycles in good yields with high enantiomeric excess values.
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页码:2467 / 2472
页数:6
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