Dihydroxyacetone in Amino Acid Catalyzed Mannich-Type Reactions

The C3 equivalent dihydroxyacetone was used in its protected form in proline‐catalyzed Mannich reactions (see scheme). As little as 5 mol % catalyst is required when using 2,2,2‐trifluoroethanol as solvent. The reaction is improved further (reaction time 10 min) under microwave conditions. PMP=p‐met...

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Bibliographic Details
Published in:Angewandte Chemie International Edition 2005-06, Vol.44 (26), p.4077-4079
Main Authors: Westermann, Bernhard, Neuhaus, Christiane
Format: Article
Language:English
Subjects:
Amino Acids - chemistry
asymmetric synthesis
Catalysis
Dihydroxyacetone - chemistry
Mannich reaction
microwave irradiation
Molecular Structure
organocatalysis
proline
Proline - chemistry
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Summary:The C3 equivalent dihydroxyacetone was used in its protected form in proline‐catalyzed Mannich reactions (see scheme). As little as 5 mol % catalyst is required when using 2,2,2‐trifluoroethanol as solvent. The reaction is improved further (reaction time 10 min) under microwave conditions. PMP=p‐methoxyphenyl.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200500297