Aminium Salts Catalyzed Rearrangement of α-Pinene and β-Ionone Oxides

Article abstract of DOI:10.1016/S0040-4020(01)85375-8

β-ionone and α-pinene oxides 1,3 isomerize rapidly and selectively to 1-(1,2,2-trimethylcyclopent-1-yl)-pent-2-en-1,4-dione 2 and the industrially important 2,2,3-trimethyl-3-cyclopentene acetaldehyde 4, under the influence of catalytic amounts of aminium salts A, B.In order to find insights into the mechanism of our procedure, protic and Lewis acids-catalyzed rearrangements have also been reconsidered.