Highly Enantioselective Synthesis of Polysubstituted Tetrahydroquinolines via Organocatalytic Michael/Aza-Henry Tandem Reactions

Highly enantioselective chiral bifunctional thiourea catalyzed asymmetric tandem reactions for synthesis of substituted tetrahydroquinolines are described. Substituted tetrahydroquinolines were given in good yields (up to 98%), high enantioselectivities (up to >99% ee), and diastereoselectivities...

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Bibliographic Details
Published in:Organic letters 2011-03, Vol.13 (5), p.832-835
Main Authors: Jia, Zhen-Xin, Luo, Yong-Chun, Xu, Peng-Fei
Format: Article
Language:English
Subjects:
Catalysis
Combinatorial Chemistry Techniques
Molecular Structure
Quinolines - chemical synthesis
Quinolines - chemistry
Stereoisomerism
Thiourea - chemistry
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Summary:Highly enantioselective chiral bifunctional thiourea catalyzed asymmetric tandem reactions for synthesis of substituted tetrahydroquinolines are described. Substituted tetrahydroquinolines were given in good yields (up to 98%), high enantioselectivities (up to >99% ee), and diastereoselectivities (up to 20:1 dr).
ISSN:1523-7060
1523-7052
DOI:10.1021/ol103069d