Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5273850 | Tetrahedron Letters | 2012 | 4 Pages |
Abstract
Organocatalytic conjugate addition of thioacids to α,β-unsaturated ketones has been studied in the presence of cinchona alkaloid derived urea catalyst. Both the enantiomers of products are accessible with the same level of enantioselectivity using pseudoenantiomeric quinine/quinidine derived catalysts. The catalytic process provides optically active thioesters with high chemical yields (up to 99%) and useful enantioselectivity (up to 83% ee). The reaction was performed with 1 mol % of catalyst in toluene at room temperature. A transition state model has been proposed to explain the stereochemical outcome of the reaction.
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Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Nirmal K. Rana, Rajshekhar Unhale, Vinod K. Singh,