78780-10-6Relevant academic research and scientific papers
STRUCTURE OF THE STABLE CARBOCATION FROM CHRYSANTHEMYL ALCOHOLS
Korchagina, D. V.,Tatarova, L. E.,Gatilov, Yu. V.,Barkhash, V. A.
, p. 85 - 90 (2007/10/02)
An error was found in the previously described structure for the stable ion generated from trans- and cis-chrysanthemyl alcohols in fluorosulfonic acid.The real structure of the carbocation and its "quenching" product was determined.The reasons for the difference in the rearrangements in various media are discussed.
Studies of Chrysanthemic Acid Derivatives: Catalyses Reactions of 3-(2-Hydroxymethyl-3,3-dimethylcyclopropyl)-2-methylpropanol and Formation of a Novel Eight-membered Cyclic Sulphite
Crammer, Bernard,Goldschmidt, Zeev,Ikan, Raphael,Cohen, Shmuel
, p. 887 - 891 (2007/10/02)
Acid catalysed reaction of the cyclopropanediol (3) derived from cis-chrysanthemic acid cis-(1) afforded, depending on the reaction conditions, 3-vinyl-2,2,5,5-tetramethyltetrahydrofuran (4) and 4,4,7,7-tetramethyl-3-oxabicycloheptane (5).On treatment with thionyl chloride-pyridine complex there was obtained in addition the eight-membered cyclic sulphite, 6,6,9,9-tetramethyl-3,5-dioxa-4-thiabicyclononane 4-oxide (6).X-Ray analysis confirms a boat-chair conformation with the S=O group trans to the cyclopropane ring in an equatorial situation.Thermal reaction of (6) gave either (4) or a mixture of (5), cis-chrysanthemol (7), and cis-isochrysanthemol (8).
