40203-52-9Relevant academic research and scientific papers
Stereoselective alkenylation of aldehydes with phosphorus carbanions: Preparation of E- and Z-2-alkoxy- and 2-aryloxy-2-alkenoates
Seneci, Pierfausto,Leger, Isabelle,Souchet, Michel,Nadler, Guy
, p. 17097 - 17114 (2007/10/03)
Eighteen phosphorus-based alkenylation reagents 1a-6c were synthesized and condensed with n-butyraldehyde 7a and benzaldehyde 7f. They were condensed with the aldehydes 7b-e,g-n to produce 2-methoxy-2-alkenoates 8a-n and 2-phenoxy-2-alkenoates 9a-n. A dis
Synthesis of functionalized phenolic derivatives via the benzannulation of dienylketenes formed by a thermal Wolff rearrangement of α-diazo-β-keto compounds
Collomb, Didier,Deshayes, Christian,Doutheau, Alain
, p. 6665 - 6684 (2007/10/03)
Eleven conjugated dienyl α-diazo-β-keto derivatives were prepared from α,β-unsaturated carbonyl compounds. Their thermolysis induced a Wolff rearrangement generating an intermediate dienyl ketene whose isomer which has the required configuration of the internal double bond underwent a benzannylation thus forming the corresponding phenolic derivatives. When γ-substituted by a methoxy group both stereoisomers of the diazo compounds gave rise to the phenolic derivatives due to the reversible formation of an intermediate cyclobutenone which permitted the isomerization of the nonproductive transient dienylketene into the productive one.
Stereoselective addition of 2-aminothiophenol to α-alkoxycinnamic acid derivatives - Alternative synthesis of (±)-diltiazem
Miyata, Okiko,Shinada, Tetsuro,Naito, Takeaki,Ninomiya, Ichiya,Date, Tadamasa,Okamura, Kimio
, p. 8119 - 8128 (2007/10/02)
A stereocontrolled synthesis of (±)-diltiazem by applying nucleophilic addition of 2-aminothiophenol to α-alkoxycinnamic acid derivatives is described.
A NOVEL APPROACH TO α-KETO ACID DERIVATIVES VIA PALLADIUM-CATALYZED ARYLATION AND VINYLATION OF METHYL α-METHOXYACRYLATE
Cacchi, Sandro,Ciattini, Pier Giuseppe,Morera, Enrico,Ortar, Giorgio
, p. 3039 - 3042 (2007/10/02)
Methyl α-methoxyacrylate reacts stereoselectively with aryl iodides and vinyl triflates under palladium catalysis to give enol ethers of arylpyruvates and of β,γ-unsaturated α-keto esters in good to moderate yields.
The Allopolarization Principle and its Applications, IV. Substituent Effects in the Methylation of Enolate Anions
Gompper, Rudolf,Vogt, Hans-Hubert
, p. 2866 - 2883 (2007/10/02)
The ratio of O- and C-methylated products in the reaction of the sodium salts of acetophenones 1, propiophenones 3, phenylacetones 5, β-dicarbonyl compounds 12, α-cyanocarbonyl compounds 13, acetaldehyde, propionaldehyde, and diethylketone with dimethyl sulfate, methyl iodide, and trimethyl phosphate in HMPTA has been determined with regard to the effect of substituents.In some cases the influence of solvents, concentration and temperature has also been studied.
