Modularly Designed Organocatalytic Assemblies for Direct Nitro-Michael Addition Reactions

It's so simple! Organocatalysts formed through the self‐assembly of simple α‐amino acids and alkaloid thiourea derivatives (see scheme) are used as highly efficient catalysts for the direct nitro‐Michael addition of ketones and nitroalkenes, affording excellent ee values up to 99 %. Enantiosele...

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Bibliographic Details
Published in:Angewandte Chemie (International ed.) 2008-09, Vol.47 (40), p.7714-7717
Main Authors: Mandal, Tanmay, Zhao, Cong-Gui
Format: Article
Language:English
Subjects:
alkaloids
amino acids
asymmetric synthesis
Michael addition
organocatalysis
self-assembly
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Summary:It's so simple! Organocatalysts formed through the self‐assembly of simple α‐amino acids and alkaloid thiourea derivatives (see scheme) are used as highly efficient catalysts for the direct nitro‐Michael addition of ketones and nitroalkenes, affording excellent ee values up to 99 %. Enantioselectivity may be tuned by changing components of the self‐assembled catalyst.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200803236