Proline-Catalyzed Highly Enantioselective and anti-Selective Mannich Reaction of Unactivated Ketones: Synthesis of Chiral alpha-Amino Acids
Hahn BT, Frohlich R, Harms K, Glorius F
Research article (journal)Abstract
The title reaction complements well-known syn-selective Mannich reactions. The Mannich products can be converted readily into the free amino acids by hydrogenolytic deprotection under mild conditions (see scheme). DMSO=dimethyl sulfoxide; R1=alkyl, OH; R2=alkyl.
Details about the publication
Journal: Angewandte Chemie International Edition (Angew. Chem. Int. Ed.)
Volume: 47
Issue: 51
Page range: 9985-9988
Status: Published
Release year: 2008 (31/12/2008)
Language in which the publication is written: English
Keywords: amino acids asymmetric catalysis Mannich reaction organocatalysis proline intermolecular aldol reactions asymmetric mannich arylglycine derivatives scope organocatalysis mechanism aldehydes design imines
Authors from the University of Münster
| Fröhlich, Roland | Organic Chemistry Institute |
| Glorius, Frank | Professur für Organische Chemie (Prof. Glorius) |