A new catalytic synthesis of the Wong's ant.racyclines intermediate, (R)-2-acetyl-2-hydroxy-5,8-dimethoxy-1,2,3,4-tetrahydronapthlene, starting from the corresponding 1,2-diol has been discovered through its selective hydrogenolysis in the presence of palladium heterogeneous catalysts. High yield and no racemization were found under mild reaction conditions: the molar selectivity towards the target product was always higher than 99.5%. The catalytic performances resulted strongly dependent on the nature of the palladium catalyst, unreduced Pd/C showing the best performances. This straightforward catalytic route significantly improves the up to now adopted industrial process. (c) 2006 Elsevier B.V. All rights reserved.
|Autori:||Raspolli Galletti A; Bonaccorsi F; Calvani F; Di Bugno C|
|Titolo:||Catalytic hydrogenation for the industrial synthesis of the Wong's anthracyclines intermediate|
|Anno del prodotto:||2006|
|Digital Object Identifier (DOI):||10.1016/j.catcom.2006.03.022|
|Appare nelle tipologie:||1.1 Articolo in rivista|