Dodecane-2,5-dione

Jones and colleagues have prepared 1,4-dicarbonyl compounds by conjugate additions of enolate and related anions to a,P-unsaturated sulfoxides [80,81]. For example, the lithium enolate of acetone dimethylhydrazone (83), in the presence of dimethyl sulfide-copper(I) bromide complex, underwent conjugate addition to 2-phenylsulfinyloct-l-ene (82). Quenching the reaction mixture with dimethyl disulfide gave the doubly protected 1,4-diketone derivative (84), which, on sequential hydrolysis with copper(II) acetate and trifluoroacetic acid gave the dodecane-2,5-dione (85) as the product in 54% yield from (82) (Scheme 5.27). Other examples of the addition of enolate-type species to a,p-unsaturated sulfoxides have also been reported [82.83]. 

Among bicyclic cyclohex-2-enones, the formation of tricyclo[4.4.2.01,6]dodecane-2,7-dione from bicyclo[4.4.0]dec-l(6)-ene-2,7-dione and ethene proceeds in 95% yield,101 and that of 8-mcthyl-tricyclo[6.4.0.01,4]dodecan-5-ones from 6-methylbicyclo[4.4.0]dec-l(2)-en-3-one and ethene in 77% yield,102 respectively. Steroids containing cyclohex-2-enone subunits,103 e.g. 17/ -acetoxy-5a-androst-1 -en-3-one,104 often afford /raw-fused cycloadducts with alkenes. When such reactions are performed on silica gel, complete reversal of stereochemistry to that observed in solution can occur.105... 

Fig. 3.71 Effect of addition of Eu(fod)3 on the chemical shift values for the protons in A, 7V -tfw efAy/-(7s,fr

Figure 11. Molecules that are chiral in the excited state only, (a) (lS,3R,7R,9S)-tricyclo-[7.3.0.03 7]dodecane-5,11 -dione in the electronic ground state, (RS), and in locally excited n ->Jt states, (.RS ) and (RS).5S (b) 3-(1nJt )-(lS,6R)-bicyclo[4.4.0.]decane-3,8-dione prepared by thermal decomposition of enantiopure 1,2-dioxetanes. 56...

The total neutral essential oil from M. oleifera leaves is composed of 44 constituents and include toluene, 5-ter/-butyl-l,3-cyclopentadiene, benzaldehyde, 5-methyl-2-furaldehyde, benzeneacetaldehyde, linaloloxide, 2-ethyl-3,6-dimethylpyrazine, undecane, a-isophorone, benzylnitrile, 2,6,6-trimethyl-2-cyclohexane-l, 4-dione, 2,2,4-trimethyl-pentadiol, 2,3 -epoxycarane, p-menth-1 -en-8-ol, 2,6,6-trimethylcyclohexa-1,3 -dienecarbaldehyde, indole, tridecane, a-ionone, l,l,6-trimethyl-l,2-dihydronaphthalene, a-ionene, (1-damascenone, 3-ionone, ledene oxide, 2-ter/-butyl-l,4-dimethoxybenzene, ( )-6,10-dimethylundeca-5,9-dien-2-one, 4,6-dimethyl-dodecane, 3,3,5,6-... 

The Diels-Alder dimerization of 2,6,6-trimethyl-2,4-cyclo-hexadienone to l,4,6,6,9,9-hexamethyl-A -tricyclo-[6.2.2.0 ]-dodecane-5,10-dione facilitates its separation from the major alkylation product, 2,6-dimethylanisole. 

Cyclohexylidenecyclohexanone oxide allowed to react 1 hr. at 0° with SbClg in SO2 spiro[5.6]dodecane-7,12-dione. Y 93.2%. M. Nojima, K. Hinoue, and N. Tokura, Bull. Chem. Soc. Japan 43, 827 (1970). 

Ethylene glycol dodecane-1,12-dioate. See 1,4-Dioxacyclohexadecane-5,16-dione Ethylene glycol ethylene ether. See 1,4-Dioxane Ethylene glycol ethyl ether. See Ethoxyethanol Ethylene glycol ethyl ether acetate. See Ethoxyethanol acetate Ethylene glycol 2-ethyl hexyl ether CAS 1559-35-9... 

Hexamethylene-bridged cycloheptatrienes have been prepared. Thus cyclo-dodecane-l,5-dione was cyclized by base to bicyclo[6,4,0]dodec-l(8)-en-9-one, which was reduced to the alcohol and converted into 13-bromobicyclo[6,4,l]trideca-... 

C25H23N3O8, 3-Ethyl-1,2,5-trimethyl-3H-benzo[c](1,2,5)triazepinol,2-a)cinnoline-1,2,3,5-tetracarboxylate, 40B, 280 C25H26BrN30s, 7-Benzyl-3-(p-bromobenzyloxycarbonyl)-2-hydroxy-3,6,9-triazatricyclo[7.3.0.0 " ]dodecane-5,8-dione, 46B, 284 C2 5H2 6 2 f 6,8,8-Trimethyl-6-(3-indolyl)-4-(isopropenyl)-(2,3)-benzo-1-azabicyclot 3.3.0]octa-2,4-diene, 46B, 285... 

Ohkura K., Nishijima K., and Seki, K., Electrocyclic rearrangement of pentamethyl-cyclooctapy-rimidine-2,4-diones reaction pathway into a 9,11-diazapenta-cyclo [6.4.0.0. 0. 0 ]dodecane sys-... 

Ohkura, K., Kanazashi, N., Okamura, K., Date, X, and Seki, K., A new ring system from photocycloaddition of 6-chloro-1,3-dimethyluracil to p- and wi-xylene. Formation of 6-methylene-9,ll,x-trimethyl-9,ll-diazapentacyclo-[6.4.0.0 L0 L0 ]dodecane-10,12-diones, Chem. Lett., 667, 1993. 

Seki, K., Ohkura, K., Hiramatsu, H., Aoe, K., and Terashima, M., Acid-catalyzed photoreaction of 6-chloro-1,3-dimethyluracil top- and m-xylene Formation of novel photo-cycloadducts, 6-meth-ylene-9,11, x-trimethyl-9,11 -diaza-pentacyclo- [6.4.0.0 .0 -. 0 ] dodecane-10,12-diones and 5-methylene-9,11, x-trimethyl-9,11-diazapentacyclo [6.4.0.0 .0. 0 ]dodecane-10,12-diones, Heterocycles, 44, 467, 1997. 

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