62928-75-0Relevant articles and documents
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Hirao,K.-I. et al.
, p. 691 - 692 (1974)
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Bell,J.R. et al.
, p. 1683 - 1688 (1975)
Convenient preparative synthesis of pentacyclo[5.3.0.02,5.03,9.04,8]decane (C 2-Bishomocubane)
Sklyarova,Rodionov,Fokin
experimental part, p. 1633 - 1636 (2010/05/03)
By reaction of pentacyclo[5.3.0.02,5.03,9.04,8]decane-6,10-dione 6-ethyleneketal with lithium aluminum hydride the corresponding hydroxyketal was obtained whose hydroxy group was replaced by chlorine at boiling in CCl4 in the presence of a 15% molar excess of triphenylphosphine. 6-Ethyleneketal of pentacyclo-[5.3.0.02,5.03,9.04,8]decan-6-one obtained by dechlorination of the chloroketal in a system lithium-t-BuOH in THF was hydrolyzed to ketone by heating in 10% sulfuric acid in the presence of THF. The obtained ketone was reduced along Wolf-Kishner reaction to pentacyclo[5.3.0.02,5.03,9.04,8]decane.
SYNTHESIS AND -CYCLOREVERSION OF CAGE KETONES
Yamashita, Yoshiro,Mukai, Toshio
, p. 1741 - 1744 (2007/10/02)
A series of pentacyclic cage ketones 2b-d having no substituent was synthesized by the photochemical -cycloaddition reaction of corresponding tricyclic dienones 1b-d.The cage ketones 2b-d underwent thermal -cycloreversion to give dienones 1b-d.The reactivities were dependent on the length of the bridge "X".