SYNTHETIC TRANSFORMATIONS OF SESQUITERPENE LACTONES. 9. SYNTHESIS OF 13-(PYRIDINYL)EUDESMANOLIDES
DOI:
https://doi.org/10.1007/3100Keywords:
bromopyridines, iodopyridines, isoalantolactone, Heck reactionAbstract
The reaction of isoalantolactone, a sesquiterpene α-methylidene-γ-lactone, with bromo(iodo)pyridines under the Heck reaction conditions gave 3-(pyridylmethylidene)-8а-methyldecahydronaphtho[2,3-b]furan-2(3Н)-ones and 3-(pyridylmethyl)-8а-methyloctahydronaphtho[2,3-b]furan-2(4Н)-ones, products of double bond migration. The yield and product ratio depended on the reaction conditions and the nature of halopyridine. The effectiveness of Pd(OAc)2–caffeine catalytic system was demonstrated in this reaction.
How to Cite
Patrushev, S. S.; Shakirov, M. M.; Shults, E. E. Chem. Heterocycl. Compd. 2016, 52, 165. [Khim. Geterotsikl. Soedin. 2016, 52, 165.]
For this article in the English edition see DOI 10.1007/s10593-016-1855-1
