1265907-83-2Relevant academic research and scientific papers
Synthetic transformations of sesquiterpene lactones 6. Alantolactone and isoalantolactone derivatives in the Heck reaction
Shul'Ts,Belovodskii,Shakirov,Tolstikov
, (2012)
The Heck reaction of the eudesman-type methylidenelactones (alantolactone, alloalantolactone, and 4,15-epoxyisoalantolactone) with haloarenes afforded the corresponding (E)-13-aryleudesma-4(15),11(13)-dien-8β,12-olides and 11-arylmethyl-13-noreudesma-4(15
Synthetic transformations of methylenelactones of eudesmanic type. Behavior of isoalantolactone under the conitions of heck reaction
Belovodskii,Shults,Shakirov,Bagryanskaya,Gatilov,Tolstikov
experimental part, p. 1719 - 1734 (2011/03/18)
By Heck reaction of isoalantolactone with aryl bromides or aryl iodides (3aR,4aS, 8aR,9aR,E)-3-arylmethylidene-8a-methyl-5- methylidenedecahydronaphtho[2,3-b]furan-2(3H)-ones and (4aS,8aR,9aS)-3- arylmethyl-8a-methyl-5-methylidene-4a,5,6,7,8,8a,9,9a-octahydronaphtho[2,3-b] furan-2(4H)-ones, products of the double bond shift, were synthesized. The yields of the arylation products depend on the nature of the catalytic system and on the structure of the aryl halide. The structures of (3aR,4aS,8aR,9aR,E)- 3-(3,4-dimethoxybenzylidene)-8amethyl-5-methylidenedecahydronaphtho[2,3-b] furan-2(3H)-one and (4aS,8aR,9aS)-3-(2-methylsulfanylbenzyl)-8amethyl-5- methylidene-4a,5,6,7,8,8a,9,9a-octahydronaphtho[2,3-b]furan-2(4H)-one were proved by XRD analysis. Pleiades Publishing, Ltd., 2010.
