- STEREOCHEMISTRY OF THE CYCLIZATION OF PSEUDOIRONE AT ELEVATED TEMPERATURE
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The cyclization of pseudoirone (6,9,10-trimethyl-3,5,9-undecatrien-2-one) in the presence of a catalytic amount of phosphoric acid at 110 deg C gives a high yield and leads to the preferential formation of α-irone.It was established that if the reaction was conducted in the presence of protic acids 1-(1,3,4-trimethyl-3-cyclohexenyl)-1-penten-4-one was formed in addition to the α, β, and γ isomers.
- Kron, A. A.,Fedotova, Z. M.,Novikov, N. A.
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p. 534 - 536
(2007/10/02)
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- An Alternative Access to (+/-)-α-Irones and (+/-)-β-Irone via Acid-Mediated Cyclisation
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Acid-mediated cyclisation of trienone 8, readily available from 2,3-dimethylbutanal (1; five steps: 47percent yield), using fluorosulfonic acid (6.8 mol-equiv.) in 2-nitropropane at -70 deg, afforded a 14:9:1 mixture (70percent yield) of (+/-)-cis-α-irone
- Schulte-Elte, Karl H.,Pamingle, Herve,Uijttewaal, Arnold P.,Snowden, Roger L.
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p. 759 - 765
(2007/10/02)
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