The total synthesis of (±)-petasitolone
- 1 December 1984
- journal article
- research article
- Published by Canadian Science Publishing in Canadian Journal of Chemistry
- Vol. 62 (12) , 2676-2681
- https://doi.org/10.1139/v84-454
Abstract
The total synthesis of petasitolone (1), a sesquiterpenoid of the eremophilane family, has been accomplished. The key step of this efficient synthesis is the Lewis acid catalyzed Diels–Alder addition of 2-carbomethoxy-2-cyclohexenone (3) to diene 9. The cycloaddition, which gives adduct 16 in good yield, facilitates the rapid construction of the parent ring system of the target molecule and allows an excellent control of the required stereochemistry.This publication has 0 references indexed in Scilit: