4103-09-7Relevant academic research and scientific papers
Asymmetric synthesis of (1S,2R)-2-aminocyclooctanecarboxylic acid
Garrido, Narciso M.,Blanco, Magda,Cascon, Imanol F.,Diez, David,Vicente, Victor M.,Sanz, Francisca,Urones, Julio G.
scheme or table, p. 2895 - 2900 (2009/07/11)
A highly efficient asymmetric synthesis of (1S,2R)-2-aminocyclooctanecarboxylic acid has been completed. This asymmetric synthesis using cycloocta-1,5-diene as the starting material is achieved in 77% yield via a four-step sequence from tert-butyl cycloocta-1,7-dienecarboxylate 10 where the extra double bond adjacent to the unsaturated ester is essential to improve the yield. Furthermore, the Michael adduct intermediate (1S,2R,αR)-14 could be used towards the synthesis of the natural product tashiromine.
Synthesis of α,β-unsaturated carboxylic acids by nickel(II)-catalyzed electrochemical carboxylation of vinyl bromides
Kamekawa, Hisato,Kudoh, Hiroki,Senboku, Hisanori,Tokuda, Masao
, p. 917 - 918 (2007/10/03)
Electrochemical carboxylation of alkyl-substituted vinyl bromides (1a-1g) in the presence of 20 mol% of NiBr2?bpy under an atmospheric pressure of carbon dioxide with a platinum cathode and a magnesium anode gave the corresponding α,β-unsaturated carboxylic acids (2a-2g) in yields of 53-82%.
A New Indirect Application of Aggregative Activation: Synthesis of Esters by Cobalt-Catalyzed Carbonylation of Aryl, Heterocyclic, and Vinyl Halides under Atmospheric Pressure
Marchal, Joel,Bodiguel, Jacques,Fort, Yves,Caubere, Paul
, p. 8336 - 8340 (2007/10/02)
Sun lamp illuminated alkoxycarbonylation of aryl, heteroaryl, and vinyl halides was performed under atmospheric pressure of CO in the presence of a cobalt catalyst in situ generated from Co(OAc)2.Illunination through a Pyrex flask was sufficient to catalyze the reaction.This process avoids the use of Co2(CO)8 and excess CH3I, which were required in the earlier procedure.A SRN1 mechanism is proposed.
Synthesis of Unsaturated Acids by 1,2-Addition of Formic Acid to Conjugated Dienes Catalyzed by Palladium on Carbon in the Presence of Mono and Bidentate Phosphines
Vasapollo, Giuseppe,Somasunderam, Anoma,Ali, Bassam El,Alper, Howard
, p. 6203 - 6206 (2007/10/02)
Di-, and trisubstituted 1,3-dienes are converted to γ,δ-unsaturated acids by use of formic acid, carbon monoxide, and catalytic quantities of Pd-C/PPh3/Ph2P(CH2)4PPh2 in 1,2-dimethoxyethane.A β,γ-unsaturated acid was obtained when the monosubstituted diene, isoprene, was used as the reactant.
Ni0-induzierte Herstellung cyclischer C8-Carbonsaeuren aus Cyclooctenen und Kohlendioxid
Hoberg, Heinz,Ballesteros, Alfredo
, p. C11 - C18 (2007/10/02)
Cyclooctene and 1,5-cyclooctadiene are shown to be ideal substrates for coupling reactions with CO2 on (Lig)Nickel(0)-systems.By variation of the ligands and addition of promotors, it is possible by successive application of carbon dioxide, carbon monoxid
Sunlamp-Irradiated Phase-Transfer Catalysis. 1. Cobalt Carbonyl Catalyzed SRN1 Carbonylations of Aryl and Vinyl Halides
Brunet, Jean-Jacques,Sidot, Christian,Caubere, Paul
, p. 1166 - 1171 (2007/10/02)
Cobalt carbonyl catalyzed carbonylation (1 atm) of aryl and vinyl halides may be easily achieved under phase-transfer-catalysis conditions provided that the reaction medium is irradiated.Irradiation may be achieved by a commercial sunlamp.Most of these reactions may also be performed without organic solvent and in some cases without a phase-transfer agent.Finally, this new, inexpensive carbonylation method allows very efficient synthesis of benzolactams and benzolactones.
COBALT CARBONYL CATALYZED SRN1 CARBONYLATION OF ARYL AND VYNYL HALIDES BY PHASE TRANSFER CATALYSIS
Brunet, Jean-Jacques,Sidot, Christian,Caubere, Paul
, p. 1013 - 1016 (2007/10/02)
The phase transfer catalyzed, cobalt carbonyl catalyzed carbonylation (1 atm.P.) of aryl and vinyl bromides under photostimulation (350 nm) affords the corresponding unsaturated acids in high yield.
