| Lakhdar, Sami; Baidya, Mahiuddin; Mayr, Herbert (2012): Kinetics and mechanism of organocatalytic aza-Michael additions: direct observation of enamine intermediates. In: Chemical Communications, Vol. 48, No. 37: pp. 4504-4506 |
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DOI: 10.1039/c2cc31224g
External fulltext: http://pubs.rsc.org/en/content/articlepdf/2012/cc/c2cc31224g?page=search
Abstract
The imidazoles 1a–g add to the CC-double bond of the iminium ion 2 with rate constants as predicted by the equation log k = sN(N + E). Unfavourable proton shifts from the imidazolium unit to the enamine fragment in the adduct 3 account for the failure of imidazoles to take part in iminium-activated aza-Michael additions to enals.
| Item Type: | Journal article |
|---|---|
| Form of publication: | Publisher's Version |
| Faculties: | Chemistry and Pharmacy |
| Subjects: | 500 Science > 540 Chemistry |
| URN: | urn:nbn:de:bvb:19-epub-15885-4 |
| Alliance/National Licence: | This publication is with permission of the rights owner freely accessible due to an Alliance licence and a national licence (funded by the DFG, German Research Foundation) respectively. |
| Language: | English |
| ID Code: | 15885 |
| Deposited On: | 11. Jul 2013 12:11 |
| Last Modified: | 04. Nov 2020 12:57 |
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