| Autor: |
Ondrej Hylse, Roman Kučera, Jakub Švenda, Michal Babiak |
| Rok vydání: |
2016 |
| Předmět: |
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| Zdroj: |
ChemInform. 47 |
| ISSN: |
0931-7597 |
| Popis: |
alpha-Hydroxy-beta-dicarbonyls are known to undergo base-induced rearrangement to alpha-acyloxy carbonyls by a mechanism believed to involve an oxirane C-C bond scission step. Herein, we report the first example of this process in a vinylogous system. An attempt to access the protected form of the putative oxirane intermediate revealed an additional rearrangement pathway that was available to the substrate. Oxirane C-C bond cleavage mechanisms were invoked to explain both isomerizations. (C) 2015 Elsevier Ltd. All rights reserved. |
| Databáze: |
OpenAIRE |
| Externí odkaz: |
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