Helvetica Chimica Acta · 1974 · 47 citations · 9 references
Natural SciencesChemistryInorganic ChemistryOrganic ChemistryAddition ReactionsHeterocyclic ChemistryHeterocyclic CompoundsOrganic Synthesis[4+2] CycloadditionKetonesTetrafluoroborate Salts
Abstract 3‐Chloro‐2‐pyrrolidinocyclohexene ( 3 ) in the presence of silver tetrafluoroborate in methylene chloride at −60° underwent cycloadditions with various 1,3‐dienes; the resulting iminium tetrafluoroborate salts 4a–8a were hydrolysed to give the bicyclic and tricyclic ketones 4b–8b . The addition reactions can be regarded as [3+4]‐cycloadditions of an intermediate 2‐aminoallyl cation.
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