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Cyclization of cembrane diterpenoids: VIII. Acid-catalyzed cyclization of isocembrol Full article

Journal Russian Journal of Nondestructive Testing
ISSN: 1061-8309
Output data Year: 1997, Volume: 33, Number: 2, Pages: 194-204 Pages count : 11
Authors Shpatov A.V. 1 , Shakirov M.M. 1 , Gatilov Yu.V. 1 , Rybalova T.V. 1 , Raldugin V.A. 1
Affiliations
1 (Scopus) Novosibirsk Institute of Organic Chemistry, Siberian Division, Russian Academy of Sciences, pr. Lavrent'eva 9, Novosibirsk, 630090, Russian Federation

Abstract: The structure was established of all oxygen-containing compounds produced in the reaction of isocembrol, the diterpene alcohol, with aqueous formic acid in chloroform. During this cyclization, unlike the case of cembrene cyclization described previously, an earlier unknown reaction pathway is realized that results in a new stereochemical group of products with the carbon skeleton of 2,11-cyclocembrane. The presence of steric hindrances to rotation of the Δ7 double-bond moiety in the ten-membered cycle of these compounds is responsible for their existence in solutions in the form of two slowly interconverting conformers. © 1997 MAEe cyrllic signK Hayκa/Interperiodica Publishing.
Cite: Shpatov A.V. , Shakirov M.M. , Gatilov Y.V. , Rybalova T.V. , Raldugin V.A.
Cyclization of cembrane diterpenoids: VIII. Acid-catalyzed cyclization of isocembrol
Russian Journal of Nondestructive Testing. 1997. V.33. N2. P.194-204. Scopus РИНЦ
Identifiers:
Scopus: 2-s2.0-27544488395
Elibrary: 18252949
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