期刊
TETRAHEDRON
卷 72, 期 34, 页码 5221-5229出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2015.05.001
关键词
Indoles; Axial chirarity; Palladium; Chiral phosphines; Hydroaminocyclization
资金
- [C26460014]
- Grants-in-Aid for Scientific Research [26460014] Funding Source: KAKEN
In the presence of (R)-SEGPHOS-PdCl2 catalyst, 5-endo-hydroaminocyclization of various 2-(tert-butyl)-N-(2-ethynylphenyl)anilines proceeds enantioselectively to afford optically active N-C axially chiral N-(2-tert-butylphenyl)indole derivatives in good yields. The enantioselectivity depends strongly on the bulkiness of ortho-substituents and the electron density on the arylethynyl group, and it is explained by the dynamic axial chirality generated by the twisting of the aryl substituent. (C) 2015 Elsevier Ltd. All rights reserved.
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