González Delgado, José ÁngelEscobar, GustavoFernández Arteaga, JesúsBarrero, Alejandro F.2017-04-072017-04-072014González Delgado, J.A., Escobar, G., Fernández Arteaga, J. Barrero, A.: "Easy Access to a Cyclic Key Intermediate for the Synthesis of Trisporic Acids and Related Compounds". Molecules. Vol. 19, págs. 1748-1762, (2014). DOI: 10.3390/molecules19021748http://hdl.handle.net/10272/13564The synthesis of a cyclohexane skeleton possessing different oxygenated functional groups at C–3, C–8 and C–9, and a 1,6-double bond has been accomplished in 10 steps with an overall 17% yield. This compound is a key intermediate for access to a wide range of compounds of the bioactive trisporoid family. The synthetic sequence consists of the preparation of a properly functionalized epoxygeraniol derivative, and its subsequent stereoselective cyclization mediated by Ti(III). This last step implies a domino process that starts with a homolytic epoxide opening followed by a radical cyclization and regioselective elimination. This concerted process gives access to the cyclohexane moiety with stereochemical control of five of its six carbon atoms.engAtribución-NoComercial-SinDerivadas 3.0 Españahttp://creativecommons.org/licenses/by-nc-nd/3.0/es/TrisporoidsApocarotenoidDomino reactionStereoselective synthesisjournal article10.3390/molecules19021748open access