58689-15-9Relevant articles and documents
Synthesis of ionones on solid Br?nsted acid catalysts: Effect of acid site strength on ionone isomer selectivity
Díez,Apesteguía,Di Cosimo
scheme or table, p. 267 - 274 (2010/11/19)
The effect of Br?nsted acid site strength on the liquid-phase conversion of pseudoionone to ionone isomers (α-, β- and γ-ionone) was studied on resin Amberlyst 35W, silica-supported heteropolyacid (HPAS) and silica-supported triflic acid (TFAS). Catalyst acidity was probed by temperature-programmed desorption of NH3 coupled with infrared spectra of adsorbed pyridine. The initial pseudoionone conversion rate followed the order: TFAS > Amberlyst 35W ≈ HPAS. Synthesis of the three ionone isomers occurred via a common cyclic carbocation intermediate formed from the activation of the pseudoionone molecule on Br?nsted acid sites. Initial ionone mixtures containing a α:β:γ isomer distribution of about 40:20:40 were formed, irrespective of the acid site strength. But the ionone mixture composition changed with the progress of the reaction because γ-ionone was consecutively converted to α-ionone on HPAS and Amberlyst 35W, whereas the stronger acid sites of TFAS converted γ-ionone to β-ionone.
Polyvinylogation Reagents: 1-Lithio-4-trimethylsiloxy-penta-1,3-diene and 1-Lithio-4-ethoxy-2-methyl-buta-1,3-diene
Duhamel, Lucette,Ancel, Jean-Erick
, p. 9237 - 9250 (2007/10/02)
Title products, lithiodienol ethers 6a and 7a, synthetic equivalents of 4-lithio pent-3-ene-2-one and 4-lithio-senecialdehyde were obtained by bromine-lithium exchange.They are choice reagents for the transformations 1 -> 2 and 1 -> 3, respectively.
Novel synthesis of dienones and enones from propargyl alcohols and allyl alcohols with 2,2 dimethoxypropane: synthesis of ionone and irone
Ishihara,Kitahara,Matsui
, p. 439 - 442 (2007/10/12)
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