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Palladium-Catalyzed Low Pressure Carbonylation of Allylic Alcohols by Catalytic Anhydride Activation |
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| Authors: | Dr. Mathias Schelwies Dr. Rocco Paciello Dr. Ralf Pelzer Dr. Wolfgang Siegel Dr. Michael Breuer |
| Affiliation: | 1. BASF SE, Synthesis and Homogeneous Catalysis, Carl-Bosch Straße 38, 67056 Ludwigshafen, Germany;2. BASF SE, New Business Development Aroma Ingredients, Carl-Bosch Straße 38, 67056 Ludwigshafen, Germany;3. BASF SE, White Biotechnology Research, Carl-Bosch Straße 38, 67056 Ludwigshafen, Germany |
| Abstract: | A direct carbonylation of allylic alcohols has been realized for the first time with high catalyst activity at low pressure of CO (10 bar). The procedure is described in detail for the carbonylation of E-nerolidol, an important step in a new BASF-route to (−)-ambrox. Key to high activities in the allylic alcohol carbonylation is the finding that catalytic amounts of carboxylic anhydride activate the substrate and are constantly regenerated with carbon monoxide under the reaction conditions. The identified reaction conditions are transferrable to other substrates as well. |
| Keywords: | allylic alcohol anhydride carbonylation carboxylic acid palladium |