Stereoselective Mannich reactions catalyzed by Tröger’s base derivatives in aqueous media

A Tröger’s base derivative (5,12-dimethyl-3,10-diphenyl-1,3,4,8,10,11-hexaazatetracyclo [6.6.1.0 2,6.0 9,13]pentadeca-2(6),4,9(13),11-tetraenes) was used as an efficient catalyst for the three-component Mannich reactions of aromatic aldehydes and aromatic amines with ketones in water at room tempera...

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Bibliographic Details
Published in:Tetrahedron letters 2009-03, Vol.50 (9), p.1062-1065
Main Authors: Wu, Hui, Chen, Xiu-mei, Wan, Yu, Ye, Ling, Xin, Hai-qiang, Xu, Hua-hong, Yue, Cai-hui, Pang, Li-ling, Ma, Rui, Shi, Da-qing
Format: Article
Language:English
Subjects:
Aqueous media
Mannich reaction
Stereoselectivity
Tröger’s base derivatives
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Summary:A Tröger’s base derivative (5,12-dimethyl-3,10-diphenyl-1,3,4,8,10,11-hexaazatetracyclo [6.6.1.0 2,6.0 9,13]pentadeca-2(6),4,9(13),11-tetraenes) was used as an efficient catalyst for the three-component Mannich reactions of aromatic aldehydes and aromatic amines with ketones in water at room temperature. This rapid reaction afforded the corresponding β-amino ketones in good yields with excellent stereoselectivity.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2008.12.067