45731-99-5Relevant academic research and scientific papers
THE OXYGENATION OF α-ISOPHORONE AND ITS SILYL ENOL ETHER WITH t-BuOOH IN THE PRESENCE OF METAL CATALYSTS
Hosokawa, Takahiro,Inui, Shiro,Murahashi, Shun-Ichi
, p. 1081 - 1082 (1983)
Treatment of α-isophorone (1) with t-BuOOH in the presence of palladium(II) or copper(I) catalyst gives ketoisophorone (2) selectively.A similar treatment of silyl enol ether 7 derived from 1 affords 6-hydroxylisophorone 8.
SYNTHESIS OF CEDRANOID SESQUITERPENES. III. FUNCTIONALIZATION AT CARBON 4
Yates, Peter,Burnell, D. Jean,Freer, Vernon J.,Sawyer, Jeffery F.
, p. 69 - 77 (2007/10/02)
Dimethyl 6,6-dimethyl-5,7-dioxobicyclooct-2-ene-2,3-dicarboxylate (8) on irradiation in acetophenone gives dimethyl 6,6-dimethyl-4,7-dioxotricyclo2,8>octane-1,8-dicarboxylate (13), which on treatment with lithium dimethyl cuprate followed by monodecarbomethoxylation gives methyl 4,4-endo-8-trimethyl-3,6-dioxo-cis-bicyclooctane-1-carboxylate (17).Similar irradiation of dimethyl 4,6,6-trimethyl-5,7-dioxobicyclooct-2-ene-2,3-dicarboxylate (24) and its 7,7-ethylenedioxy derivative (25) followed by treatment with DBU and concentrated H2SO4, respectively, gives dimethyl 3-hydroxy-4,4,8-trimethyl-6-oxo-cis-bicyclo-octa-2,7-diene-1,2-dicarboxylate (30).This, on acetylation, reduction with NaBH4/CeCl3, methanolysis, monodecarbomethoxylation, and hydrogenation, gives methyl endo-6-hydroxy-4,4-endo-8-trimethyl-3-oxo-cis-bicyclooctane-1-carboxylate (38), while on reduction with Li/NH3 followed by monodecarbomethoxylation it gives a methyl 6-hydroxy-4,4-exo-8-trimethyl-3-oxo-cis-bicyclooctane-1-carboxylate (33).
OXIDATION OF THE α-KETOL AND ENONE DERIVATIVES OF CYCLOHEXANONE BY TETRAZOLIUM SALTS
Jasiczak, Jan
, p. 4323 - 4326 (2007/10/02)
A new red-ox reaction, leading to the respective keto derivatives from α-ketol and enone derivatives of cyclohexanone, is reported.
THE OXIDATION OF 2-CYCLOHEXEN-1-ONES TO 2-CYCLOHEXENE-1,4-DIONES
Freer, Vernon, J.,Yates, Peter
, p. 2031 - 2032 (2007/10/02)
Treatment of 5,5-dimethyl-2-cyclohexen-1-one and isophorone with phosphomolybdic acid, potassium dichromate, cupric sulfate, and air gives 5,5-dimethyl- and 3,5,5-trimethyl-2-cyclohexene-1,4-dione, respectively.In the latter reaction treatment of the crude product with aqueous base leads to the formation of 2,3,6,6-tetramethylanthracene-1,4,5,8-tetrone.
