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Letters in Organic Chemistry

Author(s): Roman V. Ashirov, Ruslan V. Ashirov, Alsu A. Balandina, Sergey V. Kharlamov, Svetlana A. Appolonova, Bruno Figadere, Shamil K. Latypov and Vitali V. Plemenkov

DOI: 10.2174/157017806778700079

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Alder-Ene Reaction of 3-Methyl-3-Cyanocyclopropene with Monoterpenes

Page: [670 - 673] Pages: 4

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Abstract

Sesquiterpene adducts have been obtained by the reactions of 3-methyl-3-cyanocyclopropene with (-) -pinene and (-)carvone, proceeding by Alder-ene pathway. In the reaction with -pinene only one diastereoisomer (∼95 %) was formed, while in the case of carvone a mixture of two diastereoisomers almost in equal quantities (55:45) was obtained.

Keywords: Alder-ene reaction, NMR, stereochemistry