Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 21, Issue 10, Pages 3929-3932Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201406270
Keywords
enantioselectivity; Mannich reaction; organocatalysis; quaternary stereocenters
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Funding
- MEXT [26105727]
- Grants-in-Aid for Scientific Research [26410117, 25109523, 26105727] Funding Source: KAKEN
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The organocatalytic enantioselective decarboxylative Mannich reaction of malonic acid half thioesters (MAHTs) with cyclic N-sulfonyl ketimines by using N-heteroarenesulfonyl cinchona alkaloid amides afforded products with high enantioselectivity. Both enantiomers of the products could be obtained by using pseudoenantiomeric chiral catalysts. The reaction proceeds through a nucleophilic addition of the MAHTs to the ketimines prior to decarboxylation.
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