| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 1349415 | Tetrahedron: Asymmetry | 2005 | 7 Pages |
Abstract
The replacement of the carboxylic acid functionality with a tetrazolic acid in the proline-catalyzed asymmetric aldol reaction between acetone and trimethylacetaldehyde has been studied using DFT methods at the B3LYP/6-31G** computational level. For the C–C bond-formation step, four reactive channels corresponding to the syn and anti arrangement of the enamine and the re and si attack modes have been analyzed. The B3LYP/6-31G** results allowed us to explain the stereoselectivity and the increase in reactivity relative to the proline-catalyzed process in DMSO.
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Related Topics
Physical Sciences and Engineering
Chemistry
Inorganic Chemistry
Authors
Manuel Arnó, Ramón J. Zaragozá, Luis R. Domingo,