| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 5225102 | Tetrahedron | 2008 | 4 Pages |
Abstract
We report the first temperature study on the stereoselectivity of the 'in-water' aldol reaction between nicotinaldehyde (3-pyridinecarbaldehyde) and cyclohexanone catalyzed by morpholine and trans-4-tert-butyldimethylsilyloxy-l-proline. Eyring plots of diastereomeric ratio anti/syn gave a constant diastereoselectivity with respect to reaction temperature using morpholine as catalyst. With O(TBS)-l-proline we observed a non-linear behaviour of the Eyring plot with the presence of an inversion temperature (Tinv), which disclosed dynamic solvation effects in water.
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Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Enrico Emer, Paola Galletti, Daria Giacomini,