Synthetic Transformations of Methylenelactones of Eudesmanic Type. Behavior of Isoalantolactone under the Conitions of Heck Reaction Full article
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Russian Journal of Organic Chemistry
ISSN: 1070-4280 , E-ISSN: 1608-3393 |
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| Output data | Year: 2010, Volume: 46, Number: 11, Pages: 1719-1734 Pages count : 16 DOI: 10.1134/S1070428010110199 | ||
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Abstract:
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)-8a-methyl-5-methylidenedecahydronaphtho[2,3-b] furan-2(3H)-one and (4aS,8aR,9aS)-3-(2-methylsulfanylbenzyl)-8a-methyl-5-methylidene-4a,5,6,7,8,8a,9,9a-octahydronaphtho[2,3-b]furan-2(4H)-one were proved by XRD analysis.
Cite:
Belovodskii A.V.
, Shults E.E.
, Shakirov M.M.
, Bagryanskaya I.Y.
, Gatilov Y.V.
, Tolstikov G.A.
Synthetic Transformations of Methylenelactones of Eudesmanic Type. Behavior of Isoalantolactone under the Conitions of Heck Reaction
Russian Journal of Organic Chemistry. 2010. V.46. N11. P.1719-1734. DOI: 10.1134/S1070428010110199 WOS Scopus РИНЦ OpenAlex
Synthetic Transformations of Methylenelactones of Eudesmanic Type. Behavior of Isoalantolactone under the Conitions of Heck Reaction
Russian Journal of Organic Chemistry. 2010. V.46. N11. P.1719-1734. DOI: 10.1134/S1070428010110199 WOS Scopus РИНЦ OpenAlex
Dates:
| Published print: | Nov 1, 2010 |
| Published online: | Dec 23, 2010 |
Identifiers:
| Web of science: | WOS:000287033100019 |
| Scopus: | 2-s2.0-78651305668 |
| Elibrary: | 16697612 |
| OpenAlex: | W2070127380 |