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.
A new one-pot domino reaction for a general entry to functionalised bridged bicyclo[n.2.1] ring systems from alpha, alpha'-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.
Roger
Pierre-Yves
PY
Institut des Sciences Moléculaires de Marseille UMR CNRS 6263 iSm2, Aix-Marseille Université, Centre Saint Jérôme, Service 531, Marseille Cedex 20, France.
Blondeau
Fabien
F
Bensa
David
D
Constantieux
Thierry
T
Rodriguez
Jean
J
D001643:Bridged Bicyclo Compounds / Q000737:chemistry*; D002384:Catalysis; D005663:Furans / Q000737:chemistry*; D007536:Isomerism; D010165:Palladium / Q000737:chemistry*; D013379:Substrate Specificity
D001643:Bridged Bicyclo Compounds; D005663:Furans; D010165:Palladium