Sharma, Akhilesh K. ; Sunoj, Raghavan B. (2011) Stereocontrol in proline-catalyzed asymmetric amination: a comparative assessment of the role of enamine carboxylic acid and enamine carboxylate Chemical Communications, 47 (20). pp. 5759-5761. ISSN 1359-7345
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Official URL: http://pubs.rsc.org/en/content/articlelanding/2011...
Related URL: http://dx.doi.org/10.1039/C1CC11063B
Abstract
The transition state models in two mechanistically distinct pathways, involving (i) an enamine carboxylic acid (path-A, 4) and (ii) an enamine carboxylate (path-B, 8), in the proline-catalyzed asymmetric α-amination have been examined using DFT methods. The path-A predicts the correct product stereochemistry under base-free conditions while path-B accounts for reversal of configuration in the presence of a base.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Royal Society of Chemistry. |
| ID Code: | 109779 |
| Deposited On: | 02 Aug 2017 08:54 |
| Last Modified: | 02 Aug 2017 08:54 |
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