HBF 4 -catalyzed Mannich-type reaction of silyl enolates with aldimines took place smoothly in aqueous organic solvent to afford b-aminocarbonyl compounds in high yields. The HBF 4 -catalyzed Mannich-type reaction also proceeded smoothly in water without organic solvent in the presence of a surfacta
Dihydroxyacetone in Amino Acid Catalyzed Mannich-Type Reactions
✍ Scribed by Bernhard Westermann; Christiane Neuhaus
- Publisher
- John Wiley and Sons
- Year
- 2005
- Tongue
- English
- Weight
- 311 KB
- Volume
- 44
- Category
- Article
- ISSN
- 0044-8249
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## Abstract The first primary amine‐containing amino acid‐catalyzed __anti__‐Mannich reactions of dihydroxyacetone and acyclic dihydroxyacetone derivatives with a variety of imines have been developed. This approach complements proline‐based strategies in the preparation of amino sugars.
## Abstract Mannich‐type reactions of imines with silicon enolates were found to be catalyzed by neutral salts such as sodium triflate in water as a suspension medium. Unusual kinetic behavior indicates that the presence of the Mannich adduct facilitates the rate of its formation.