Synthesis and palladium-catalysed isomerisation of fused polycyclic tetrahydrofurans: efficient and stereoselective one-pot domino construction of functionalised bridged bicyclo[n.2.1] ring systems |
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Authors: | Pierre-Yves Roger Fabien Blondeau David Bensa Thierry Constantieux Jean Rodriguez |
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Affiliation: | (1) Christian Doppler Laboratory for Microwave Chemistry (CDLMC) and Institute of Chemistry, Karl-Franzens-University Graz, Heinrichstrasse 28, 8010 Graz, Austria |
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Abstract: | A new one-pot domino reaction for a general entry to functionalised bridged bicyclo[n.2.1] ring systems from α ,α’-diactivated cyclic ketones and trans-1,4-dihalides is described. The sequence combines a base promoted C–O cycloalkylation reaction leading to fused polycyclic enol ethers and their in situ palladium-catalysed isomerisation. |
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