@misc{10481/32032,
year = {2014},
url = {http://hdl.handle.net/10481/32032},
abstract = {The synthesis of a cyclohexane skeleton possessing different oxygenated functional groups at C–3, C–8 and C–9, and a D1,6-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.},
organization = {This project was supported by the Spanish Ministry of Economy and Competitiveness (project
CTQ2010-16818-BQ).},
publisher = {MDPI},
keywords = {Trisporiods},
keywords = {Apocarotenoid},
keywords = {Domino reaction},
keywords = {Stereoselective synthesis},
title = {Easy Access to a Cyclic Key Intermediate for the Synthesis of Trisporic Acids and Related Compounds},
doi = {10.3390/molecules19021748},
author = {González-Delgado, José A. and Escobar, Gustavo and Arteaga, Jesús F. and Fernández Barrero, Alejandro},
}