63429-28-7Relevant academic research and scientific papers
Synthesis, olfactory evaluation and determination of the absolute configuration of the β- and γ-Iralia isomers
Barakat, Assem,Brenna, Elisabetta,Fuganti, Claudio,Serra, Stefano
experimental part, p. 2316 - 2322 (2009/04/11)
The regioselective synthesis of the methyl-ionone isomers 6-9 is described. The enantiomers of the γ-isomers 8 and 9 are prepared by enzyme-mediated resolution of the corresponding 4-hydroxy derivatives followed by reductive elimination of the hydroxy group. The absolute configuration of the latter compound is determined by chemical correlation with the known α-isomers. Since all the isomers obtained are components of the artificial violet odourants sold under the trade name of Iralia, their odour properties are evaluated by professional perfumers.
Retinoids and related compounds. Part 22. Synthesis of β-ionone analog tricarbonyliron complexes
Wada, Akimori,Fujioka, Naoko,Ito, Masayoshi
, p. 171 - 176 (2007/10/03)
The synthesis of β-ionone analog tricarbonyliron complexes was investigated. N-Methoxy-N-methyl-(2,6,6-trimethyl-1-clohexen-1-yl)-2- propenamide (Weinreb amide), prepared from the corresponding ethyl ester and N,O-dimethylhydroxylamine hydrochloride, reacted smoothly with various organometallic reagents to afford the β-ionone analogs in good to excellent yields. Treatment of these compounds with dodecacarbonyltriiron afforded the corresponding tricarbonyliron complexes in high yields.
Cycloalkane derivatives
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, (2008/06/13)
A cycloalkane derivative represented by the formula (I): STR1 wherein A, R2, R3, R4, R5, R6, R7, Z, and n are as defined in the specification. The compounds of formula (I) exhibit activities against peptic ulcers and are useful as therapeutic and prophylactic agents for peptic ulcers.
Synthesis of three retinal models, including the 10-s-cis-locked retinal, all-E-12,19-methanoretinal
Groesbeek, M.,Steen, R. van der,Vliet, J. C. van,Vertegaal, L. B. J.,Lugtenburg, J.
, p. 427 - 436 (2007/10/02)
All-E-12,19-methanoretinal (1) is distinguished by the presence of the locked 10-s-cis conformation in the cyclohexadiene ring in the conjugated chain. 1 has been prepared together with its 13-Z isomer in an overall yield of 0.5percent. 1 and 13-Z-1 photochemically interconvert in a clean way.In this system, only photoisomerization around the C13=C14 double bond is observed.In the photostationary state, the 13-Z isomer is predominant.All-E-12-ethyl-19-methylretinal (2) and all-E-12-ethylretinal (3) were prepared in good overall yields (20percent and 30percent) from β-ionone using the novel synthon, 3-methyl-4-(diethylphosphono)-2-hexenenitrile (11).The photochemistry of these retinal derivatives is very similar to that of retinal.The 9-Z, 11-Z and 13Z isomers of 2 and 3 were photochemically prepared.The 13C NMR spectra of these new compounds gave information about the structural elements of alkyl groups in conjugated systems and about the conformation of the conjugated chain.
