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Mendeleev Commun., 1995 Volume 5, Issue 2, Pages 42–44 (Mi mendc5023)

Conformation of the α-Methylene-γ-lactone Ring and Violation of Geissman's Rule in Sesquiterpene Lactones

K. M. Turdybekova, S. M. Adekenovb, V. A. Ralduginc, Z. M. Muldakhmetovb, Yu. T. Struchkova

a A.N. Nesmeyanov Institute of Organoelement Compounds of Russian Academy of Sciences, Moscow, Russian Federation
b Institute of Organic Synthesis and Coal Chemistry of the Republic of Kazakhstan, Karaganda, Kazakhstan
c N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, Novosibirsk, Russian Federation

Abstract: The dependence of the C=C–C=O group chirality on the conformation of the α-methylene-γ-lactone ring in sesquiterpene lactones has been established; the known cases in which Geissman's rule is violated are explained by inversion of this ring.

Language: English

DOI: 10.1070/MC1995v005n02ABEH000449



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