Synthetic transformations of sesquiterpene lactones 9.(*) Synthesis of 13-(pyridinyl)eudesmanolides Full article
Journal |
Chemistry of Heterocyclic Compounds
ISSN: 0009-3122 , E-ISSN: 1573-8353 |
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Output data | Year: 2016, Volume: 52, Number: 3, Pages: 165-171 Pages count : 7 DOI: 10.1007/s10593-016-1855-1 | ||||
Tags | bromopyridines; iodopyridines; isoalantolactone; Heck reaction | ||||
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Abstract:
The reaction of isoalantolactone, a sesquiterpene alpha-methylidene-gamma-lactone, with bromo(iodo)pyridines under the Heck reaction conditions gave 3-(pyridylmethylidene)-8D degrees-methyldecahydronaphtho[2,3-b]furan-2(3De)-ones and 3-(pyridylmethyl)-8D degrees-methyloctahydronaphtho[2,3-b]-furan-2(4De)-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.
Cite:
Patrushev S.S.
, Shakirov M.M.
, Shults E.E.
Synthetic transformations of sesquiterpene lactones 9.(*) Synthesis of 13-(pyridinyl)eudesmanolides
Chemistry of Heterocyclic Compounds. 2016. V.52. N3. P.165-171. DOI: 10.1007/s10593-016-1855-1 WOS Scopus РИНЦ
Synthetic transformations of sesquiterpene lactones 9.(*) Synthesis of 13-(pyridinyl)eudesmanolides
Chemistry of Heterocyclic Compounds. 2016. V.52. N3. P.165-171. DOI: 10.1007/s10593-016-1855-1 WOS Scopus РИНЦ
Dates:
Published print: | Mar 1, 2016 |
Published online: | Apr 27, 2016 |
Identifiers:
Web of science | WOS:000376466200008 |
Scopus | 2-s2.0-84978999490 |
Elibrary | 27091503 |
OpenAlex | W2461582573 |