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Reactions of allyl alcohols of the pinane series and of their epoxides in the presence of montmorillonite clay Full article

Journal Helvetica Chimica Acta
ISSN: 0018-019X , E-ISSN: 1522-2675
Output data Year: 2007, Volume: 90, Number: 2, Pages: 353-368 Pages count : DOI: 10.1002/hlca.200790042
Authors Il'ina Irina V. , Volcho Konstantin P. , Korchagina Dina V. , Barkhash Vladimir A. , Salakhutdinov Nariman F.
Affiliations
1 (Данные Web of science) Russian Acad Sci, Siberian Branch, NN Vorozhtsov Novobrisk Inst Organ Chem, Novosibirsk 630090, Russia

Abstract: The reactivity of allyl alcohols of the pinane series and of their epoxides in the presence of montmorillonite clay in intra- and intermolecular reactions was studied. Mutual transformations of (+)-trans-pino-carveol ((+)-2) and (-)-myrtenol ((-)-3a) were major reactions of these compounds on askanite-bentonite clay (Schemes 1 and 2). However, the two reactions gave different isomerization products, indicating that the reactivity of the starting alcohol (+)-2 or (-)-3a was different from that of the same compound (+)-2 or (-)-3 formed in the course of the reactions. (-)-cis- and (+)-trans-Verbenol ((-)-16 and (+)-12, resp.), as well as (-)-cis-verbenol epoxide ((-)-20) reacted with both aliphatic and aromatic aldehydes on askanite-bentonite clay giving various heterocyclic compounds (Schemes 4, 5 and 7); the reaction path depended on the structure of both the terpenoid and the aldehyde.
Cite: Il'ina I.V. , Volcho K.P. , Korchagina D.V. , Barkhash V.A. , Salakhutdinov N.F.
Reactions of allyl alcohols of the pinane series and of their epoxides in the presence of montmorillonite clay
Helvetica Chimica Acta. 2007. V.90. N2. P.353-368. DOI: 10.1002/hlca.200790042 WOS Scopus РИНЦ OpenAlex
Dates:
Published print: Feb 1, 2007
Identifiers:
Web of science: WOS:000244963700015
Scopus: 2-s2.0-34250679787
Elibrary: 13547093
OpenAlex: W1971498415
Citing:
DB Citing
Web of science 62
Scopus 62
Elibrary 68
OpenAlex 58
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