title: Palladium-catalysed cyclisation of alkenols: Synthesis of oxaheterocycles as core intermediates of natural compounds.
abstract: The study of Pd-catalysed cyclisation reactions of alkenols using different catalytic systems is reported. These transformations affect the stereoselective construction of mono- and/or bicyclic oxaheterocyclic derivatives depending on a starting alkenol. The substrate scope and proposed mechanism of Pd-catalysed cyclisation reactions are also discussed. Moreover, the diastereoselective Pd-catalysed cyclisation of appropriate alkenols to tetrahydrofurans and subsequent cyclisation provided properly substituted 2,5-dioxabicyclo[2.2.1]heptane and 2,6-dioxabicyclo[3.2.1]octane, respectively. Such bicyclic ring subunits are found in many natural products including ocellenynes and aurovertines.
authors.affiliation: Department of Organic Chemistry Slovak University of Technology, Radlinského 9, SK-812 37 Bratislava, Slovakia.
authors.forename: Miroslav
authors.initials: M
authors.lastname: Palík
authors.affiliation: Department of Physical Chemistry, Slovak University of Technology, Radlinského 9, SK-812 37 Bratislava, Slovakia.
authors.forename: Jozef
authors.initials: J
authors.lastname: Kožíšek
authors.affiliation: Georganics Ltd., Koreničova 1, SK-811 03 Bratislava, Slovakia.
authors.forename: Peter
authors.initials: P
authors.lastname: Koóš
authors.affiliation: Department of Organic Chemistry Slovak University of Technology, Radlinského 9, SK-812 37 Bratislava, Slovakia.
authors.forename: Tibor
authors.initials: T
authors.lastname: Gracza
keywords: alkenols; cycloetherification; homogeneous catalysis; natural products; palladium