Palladium-catalysed cyclisation of alkenols: Synthesis of oxaheterocycles as core intermediates of natural compounds

作者: Miroslav Palík , Jozef Kožíšek , Peter Koóš , Tibor Gracza

DOI: 10.3762/BJOC.10.216

关键词: StereoselectivityPalladiumOrganic chemistryOctaneRing (chemistry)Bicyclic moleculeHeptaneCatalysisChemistryHomogeneous catalysis

摘要: The study of Pd-catalysed cyclisation reactions alkenols using different catalytic systems is reported. These transformations affect the stereoselective construction mono- and/or bicyclic oxaheterocyclic derivatives depending on a starting alkenol. substrate scope and proposed mechanism are also discussed. Moreover, diastereoselective appropriate to tetrahydrofurans subsequent provided properly substituted 2,5-dioxabicyclo[2.2.1]heptane 2,6-dioxabicyclo[3.2.1]octane, respectively. Such ring subunits found in many natural products including ocellenynes aurovertines.

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