Reduktone von Tetron-, Thiotetron- und Tetramsäuren, II. Reduktone durch Rhodium-katalysierte Zersetzung von Diazoverbindungen
Autor: | Josef Schachtner, Klaus Zeitler, Jutta Redlin, Hans-Dietrich Stachel, Hermann Poschenrieder |
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Rok vydání: | 1994 |
Předmět: | |
Zdroj: | Liebigs Annalen der Chemie. 1994:129-132 |
ISSN: | 1099-0690 0170-2041 |
DOI: | 10.1002/jlac.199419940205 |
Popis: | Reductones of Tetronic, Thiotetronic and Tetramic Acids, II. – Reductones by Rhodium-Catalyzed Decomposition of Diazo Compounds The diazoketones 2 have been synthesized by diazo transfer reaction with 2-azido-3-ethylbenzthiazolium tetrafluoroborate. The rhodium-catalyzed decomposition of compounds 2 in tert-butyl alcohol at 130°C furnishes the reductone monoethers 3 and after deprotection the aci-reductones 4. Methylation of compounds 4 with diazomethane proceeds stepwise leading first to the monoethers 5 and then to the diethers 6. The thiolactone 4b and even more the lactams 4c and 4d are stronger reducing agents than the lactone 4a. |
Databáze: | OpenAIRE |
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