56294-09-8Relevant articles and documents
Nitroalkanes and ethyl glyoxalate as common precursors for the preparation of both β-keto esters and α,β-unsaturated esters
Ballini, Roberto,Fiorini, Dennis,Palmieri, Alessandro
, p. 7027 - 7029 (2007/10/03)
β-Nitro acrylic esters, obtained by the reaction of nitroalkanes and ethyl glyoxalate, are the key building blocks for the immediate synthesis of both the title compounds. In fact, their treatment with titanium trichloride produce the direct conversion to the β-keto esters, while their reaction with sodium boron hydride gives the one-pot synthesis of α,β- unsaturated esters through formal substitution of the vinylic nitro group with an hydrogen.
Synthetic and Biosynthetic Studies of Porphyrins. Part 9. Synthesis of Isocoproporphyrin, Dehydroisocoproporphyrin, and De-ethylisocopropophyrin
Jackson, Anthony H.,Lash, Timothy D.,Ryder, David J.
, p. 287 - 298 (2007/10/02)
The title compounds, which were extracted by patients suffering from porphyria cutanea tarda or rats poisoned with hexachlorobenzene have been synthesized by the b-oxobilane route.Isocoproporphyrin tetramethyl ester (7a) were prepared from pyrromethanes c
Macrocyclic Lactone Formation through Sulfide Contraction. Synthesis of (+/-)-Diplodialide A
Ireland, Robert E.,Brown, Frank R.
, p. 1868 - 1880 (2007/10/02)
A methodology for the synthesis of macrocyclic β-keto-lactones from ω-hydroxy thioamides is described.The hydroxy thioamides were esterified with chloroacetyl chloride, and the resulting chloro esters underwent Eschenmoser sulfide contraction when treated with sodium iodide, diisopropylethylamine, and triethyl phosphite in acetonitrile.The β-keto lactones were obtained in 25-58 percent yield.The utility of the method was demonstrated by synthesis of diplodialide A.
