Stereoselective Mannich Reaction of S-Phenyl Thioesters Catalyzed by Bifunctional Organocatalysts

A highly stereoselective Mannich reaction of S‐phenyl thioesters was achieved by using bifunctional thiourea catalysts. Using a quinine‐derived C6′‐urea catalyst, the direct Mannich products of N‐tosyl imines and S‐phenyl thioesters were obtained in high yields and excellent diastereo‐ and enantiose...

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Bibliographic Details
Published in:Advanced synthesis & catalysis 2015-02, Vol.357 (2-3), p.523-529
Main Authors: Guang, Jie, Larson, Ariel J., Zhao, John C.-G.
Format: Article
Language:English
Subjects:
Catalysis
Catalysts
enantioselective
imine
Imines
mannich reaction
organocatalysis
Synthesis
thioester
Thioesters
Thioureas
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Summary:A highly stereoselective Mannich reaction of S‐phenyl thioesters was achieved by using bifunctional thiourea catalysts. Using a quinine‐derived C6′‐urea catalyst, the direct Mannich products of N‐tosyl imines and S‐phenyl thioesters were obtained in high yields and excellent diastereo‐ and enantioselectivities.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.201400735