90242-81-2Relevant academic research and scientific papers
Enzyme-mediated preparation of (+)- and (-)-cis-α-irone and (+)- and (- )-trans-α-irone
Brenna, Elisabetta,Fuganti, Claudio,Fronza, Giovanni,Malpezzi, Luciana,Righetti, Annalisa,Serra, Stefano
, p. 2246 - 2259 (2007/10/03)
The preparation of (-)- and (+)-trans-α-irone (1a and 1b, resp.) and of (+)- and (-)-cis-α-irone (1c and 1d, resp.) from commercially available Irone alpha is reported. The relevant step in the synthetic sequence is the initial chromatographic separation
Preparation of Optically Active Flowery and Woody-Like Odorant Ketones via Corey-Chaykovsky Oxiranylation: Irones and Analogues
Chapuis, Christian,Brauchli, Robert
, p. 2070 - 2088 (2007/10/02)
α-, β-, and γ-Irones and analogues have been prepared from optically active (+)-1, (+)-6a,b, and (+)-17, via a Corey-Chaykovsky oxiranylation (Me2S, Me2SO4, Me2SO, NaOH) followed by isomerisation (SnCl4 or MgBr2). (+)-Dihydrocyclocitral (19a), obtained from (-)-citronellal, and analogue (+)-19b, were condensed with various ketones to afford (+)-21a-f, and after hydrogenation (+)-22a-f.A mild oxidative degradation of aldehydes (+)-trans- and (-)-cis-8a,b to ketones (-)-16a,b, as well as olfactive evaluations, 13C-NMR assignments, and absolute configurations of the intermediate epoxides, aldehydes, and alcohols are presented.
38. On The Stereochemistry of the Irones
Rautenstrauch, Valentin,Willhalm, Bruno,Thommen, Walter,Ohloff, Guenther
, p. 325 - 331 (2007/10/02)
In view of the demonstration by Jaenicke et al. that different Iris varieties produce enantiomeric irones , we complement our 1971 paper on the stereochemistry of the irones .1) We give what information we have on the origin of the Iris oil used in
