162282-94-2Relevant academic research and scientific papers
STEREOCHEMISTRY OF THE CYCLIZATION OF PSEUDOIRONE AT ELEVATED TEMPERATURE
Kron, A. A.,Fedotova, Z. M.,Novikov, N. A.
, p. 534 - 536 (2007/10/02)
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.
An Alternative Access to (+/-)-α-Irones and (+/-)-β-Irone via Acid-Mediated Cyclisation
Schulte-Elte, Karl H.,Pamingle, Herve,Uijttewaal, Arnold P.,Snowden, Roger L.
, p. 759 - 765 (2007/10/02)
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
