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Synthetic transformations of higher terpenoids: XXII. Reactions of lambertianic acid derivatives with organozinc reagents obtained from ethyl bromoalkanoates Full article

Journal Russian Journal of Organic Chemistry
ISSN: 1070-4280 , E-ISSN: 1608-3393
Output data Year: 2010, Volume: 46, Number: 9, Pages: 1339-1347 Pages count : 9 DOI: 10.1134/S1070428010090137
Authors Kharitonov Yu V. 1 , Shults E.E. 1 , Shakirov M.M. 1 , Bagryanskaya I.Yu 1 , Tolstikov G.A. 1
Affiliations
1 (Данные Web of science) Russian Acad Sci, Vorozhtsov Novosibirsk Inst Organ Chem, Siberian Div, Novosibirsk 630090, Russia

Abstract: Reactions of 16-cyanomethyllambertianate with organozinc reagents obtained from ethyl esters of alpha-bromoacetic, alpha-bromopropionic, and alpha-bromobutyric acids gave the corresponding enaminoesters, beta-ketoesters, and beta-hydroxyesters of labdanoids whose yield depended on the reaction conditions and the structure of the alpha-bromoester. By Reformatsky reaction of 16-formylmethyllambertianate with alpha-bromoesters of carboxylic acids stereoisomeric beta-hydroxyesters of labdanoids were synthesized.
Cite: Kharitonov Y.V. , Shults E.E. , Shakirov M.M. , Bagryanskaya I.Y. , Tolstikov G.A.
Synthetic transformations of higher terpenoids: XXII. Reactions of lambertianic acid derivatives with organozinc reagents obtained from ethyl bromoalkanoates
Russian Journal of Organic Chemistry. 2010. V.46. N9. P.1339-1347. DOI: 10.1134/S1070428010090137 WOS Scopus РИНЦ OpenAlex
Dates:
Published print: Sep 1, 2010
Published online: Oct 19, 2010
Identifiers:
Web of science: WOS:000283147600013
Scopus: 2-s2.0-77958503778
Elibrary: 16698397
OpenAlex: W2028036251
Citing:
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Web of science 4
Scopus 3
Elibrary 5
OpenAlex 4
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