Letters in Organic Chemistry

Gwilherm Evano
Free University of Brussels
Brussels
Belgium

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Enantioselective Aldol Reactions Catalysed by N-Toluenesulfonyl-L-proline Amide in Ionic Liquids.

Author(s): Burkhard Koch, Stefan Toma, Albrecht Berkessel, Maria Meciarova.

Abstract:

N-Toluenesulfonyl-L-proline amide was tested as catalyst in the enantioselective aldol addition of acetone to aromatic aldehydes in different ionic liquids. The aldolisation products were isolated in high yields (up to 98%) with enantioselectivities ranging from 50 to 90% Immobilisation of the catalyst in ionic liquids allows simple product isolation and repeated use. The chemical yields and enantioselectivities achieved were comparable to those obtained when using this catalyst in DMSO. Overall, the trends regarding enantioselectivity and yields are comparable to those using L-proline as catalyst in ionic liquids.

Keywords: organocatalysts, ionic liquids, enantioselective catalysis, Aldol reaction

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Article Details

VOLUME: 3
ISSUE: 6
Year: 2006
Page: [437 - 441]
Pages: 5
DOI: 10.2174/157017806777828402
Price: $58