10095-80-4Relevant articles and documents
Heap et al.
, p. 160 (1969)
Apparu,Barrelle
, p. 1541,1545 (1978)
Synthetic Photochemistry. XLVI. Cycloaddition of exo, endo-2,7-Bis(methoxycarbonyl)-11,12-dioxatetracyclo3,6.O2,7>dodeca-4,9-diene and Conjugated Enones and p-Quinones
Tian, Guan Rong,Mori, Akira,Kato, Nobuo,Takeshita, Hitoshi
, p. 506 - 513 (2007/10/02)
Photocycloaddition of exo,endo-2,7-bis(methoxycarbonyl)-11,12-dioxatetracyclo3,6.O2.7>dodeca-4,9-diene with conjugated and p-quinones occurred exclusively at the exo-addition moiety to give -cycloadducts.From cyclohexeno
Direct Epoxy Alcohol Synthesis from Cyclic Olefins Using O2 and VO(acac)2-AIBN Catalyst System
Kaneda, Kiyotomi,Jitsukawa, Koichiro,Itoh, Takashi,Teranishi, Shiichiro
, p. 3004 - 3009 (2007/10/02)
The vanadium-catalyzed oxidation of cyclic olefins with molecular oxygen is examined.The VO(acac)2-AIBN system is an efficient catalyst for epoxy alcohol synthesis.Chloro hydrocarbons such as 1,2-dichloroethane and 1,1,2-trichloroethane are suitable solvents for the epoxidation reaction.Cyclohexene (1), methylcyclohexene (2), and cyclododecene (5) give the corresponding epoxy alcohols in good yields; in the case of 2 with VO(acac)2-AIBN system, the selectivity to epoxy alcohol reaches over 70percent. 1,4-Cyclooctadiene (7) is oxidized to give 9-oxabicyclonon-3-en-exo-2-ol (6a) via the rearrangement of cis-2,3-epoxycyclooct-4-en-1-ol.Exceptional is cyclooctene (4), which gives exclusively cyclooctene oxide (4b).