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3-Thiabicyclo[3.2.0]hept-6-ene 3,3-dioxide: a novel synthon for cis-1,2-divinyl intermediates and derived seven-membered ring systems
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1982
Year
Seven-membered Ring SystemsEngineeringHeterocyclicNatural SciencesCis-1,2-divinyl IntermediatesMolecular BiologyOrganic ChemistryMain Group ChemistryChemistryHeterocycle Chemistry6,7-Double BondCope RearrangementNovel SynthonThermal ExtrusionBiomolecular Engineering
Functionalisation of the 6,7-double bond in the novel bicyclic sulphone, 3-thiabicyclo[3.2.0]hept-6-ene 3,3-dioxide, followed by thermal extrusion of SO2, allows direct entry into seven-membered ring systems via a Cope rearrangement of the resulting cis-1,2-divinyl intermediates.