5726-56-7Relevant academic research and scientific papers
Cobalt- and Nickel-Catalyzed Carboxylation of Alkenyl and Sterically Hindered Aryl Triflates Utilizing CO2
Nogi, Keisuke,Fujihara, Tetsuaki,Terao, Jun,Tsuji, Yasushi
, p. 11618 - 11623 (2015/12/01)
A highly efficient cobalt-catalyzed reductive carboxylation reaction of alkenyl trifluoromethanesulfonates (triflates) has been developed. By employing Mn powder as a reducing reagent under 1 atm pressure of CO2 at room temperature, diverse alkenyl triflates can be converted to the corresponding α,β-unsaturated carboxylic acids. Moreover, the carboxylation of sterically hindered aryl triflates proceeds smoothly in the presence of a nickel or cobalt catalyst.
Synthesis of All Eight Stereoisomers of the Germination Stimulant Sorgolactone
Sugimoto, Yukihiro,Wigchert, Suzanne C. M.,Thuring, Jan Willem J. F.,Zwanenburg, Binne
, p. 1259 - 1267 (2007/10/03)
The naturally occurring sesquiterpene sorgolactone (2) belongs to the class of "strigolactones", which are highly potent germination stimulants for seeds of the parasitic weeds Striga and Orobanche. The aim of the present work was to synthesize all eight
Activation of aryl and vinyl triflates by palladium and electron transfer - Electrosynthesis of aromatic and αβ-unsaturated carboxylic acids from carbon dioxide
Jutand, Anny,Négri, Serge
, p. 1811 - 1821 (2007/10/03)
The electrochemical reduction of aryl and vinyl triflates in the presence of CO2 and a catalytic amount of palladium results in the formation of aromatic and αβ-unsaturated carboxylic acids. Aryl and vinyl triflates usually undergo palladium-catalysed cross-coupling reactions with nucleophiles. Their reactivity has been reversed in the presence of an electron source, so that they react with electrophiles such as CO2. The reaction proceeds through an activation of the C-O bond of the aryl or vinyl triflate by oxidative addition to a palladium(0) complex, followed by an activation by electron transfer of the thus formed aryl- or vinylpalladium(II) complexes.
The first total synthesis of the naturally occurring germination stimulant sorgolactone
Sugimoto, Yukihiro,Wigchert, Suzanne C.M.,Thuring, Jan Willem J.F.,Zwanenburg, Binne
, p. 2321 - 2324 (2007/10/03)
The first total synthesis of sorgolactone is reported, which confirms the proposed structure of the naturally occurring germination stimulant.
Palladium-Catalyzed Carboxylation of Vinyl Triflates. Electrosynthesis of α, β-Unsaturated Carboxylic Acids
Jutand, Anny,Négri, Serge
, p. 719 - 721 (2007/10/03)
The electrocarboxylation of vinyl triflates performed with carbon dioxide and a catalytic amount of PdCl2(PPh3)2 affords α,β-unsaiurated carboxylic acids. The reactivity of vinyl triflates has been reversed in the presence of an electron source, since they now react with electrophiles. The reaction proceeds by an activation of the C-O bond of the vinyl triflate by a palladium(O) complex followed by an activation by electron transfer, of the vinylpalladium(II) complex formed in the oxidative addition.
Dienediolates of Unsaturated Carboxylic Acids in Synthesis. Synthesis of Cyclohexenones and Polycyclic Ketones by Tandem Michael-Dieckmann Decarboxylative Annulation of Unsaturated Carboxylic Acids.
Aurell, Maria J.,Gavina, Pablo,Mestres, Ramon
, p. 2571 - 2582 (2007/10/02)
Substituted 2-cyclohexenones 4 to 7 and hexahydronaphthalenones and hexahydroindenones 13 to 18 are prepared by tandem Michael-Dieckmann addition of lithium dienediolates of acyclic and alicyclic unsaturated carboxylic acids to the lithium salts of the same or other unsaturated carboxylic acids.
