Article ID Journal Published Year Pages File Type
1349653 Tetrahedron: Asymmetry 2006 6 Pages PDF
Abstract

A novel sulfonamide catalyst based on a room temperature ionic liquid (RTIL) has been developed for the enantioselective reduction of ketones in refluxing toluene. The optically active secondary alcohol products were obtained in good enantiomeric excess and excellent yields. The imidazolium-tagged sulfonamide catalyst can be readily recovered and reused four times without any significant loss of catalytic activity.

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(R)-1-PhenylethanolC8H10OEe = 73%[α]D25=-38.4 (c 1.32, CHCl3)Source of chirality: asymmetric reductionAbsolute configuration: R

(R)-1(2-Chlorophenyl)-ethanolC8H9OClEe = 94%[α]D25=-49.3 (c 1.12, CHCl3)Source of chirality: asymmetric reductionAbsolute configuration: R

(S)-2-Bromo-1-(2,4-dimethylphenyl)-ethanolC10H13OBrEe = 95%[α]D25=+41.5 (c 1.06, CHCl3)Source of chirality: asymmetric reductionAbsolute configuration: S

Related Topics
Physical Sciences and Engineering Chemistry Inorganic Chemistry
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