Article ID Journal Published Year Pages File Type
42478 Applied Catalysis A: General 2010 5 Pages PDF
Abstract

We present the synthesis of β-hydroxy sulfonamides derived from d-glucosamine and their application as ligands in titanium tetraisopropoxide promoted enantioselective addition of diethylzinc to benzaldehyde and selected aromatic and aliphatic aldehydes. The N-trifluoromethylosulfonamido-d-glucosamine derivative is one of the most active ligands known and only 1 mol% of the ligand is sufficient for efficient catalysis of diethylzinc addition. The reaction is highly enantioselective for some aromatic aldehydes and enantiomeric excess up to 99% was obtained.

Graphical abstractWe present the synthesis of β-hydroxy sulfonamides derived from d-glucosamine and their application as ligands in titanium tetraisopropoxide promoted enantioselective addition of diethylzinc to benzaldehyde and selected aromatic and aliphatic aldehydes. The reaction is highly enantioselective for some aromatic aldehydes and enantiomeric excess up to 99% was obtained.Figure optionsDownload full-size imageDownload high-quality image (37 K)Download as PowerPoint slide

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Physical Sciences and Engineering Chemical Engineering Catalysis
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