82495-51-0Relevant academic research and scientific papers
Cu-catalyzed formal methylative and hydrogenative carboxylation of alkynes with carbon dioxide: Efficient synthesis of α,β-unsaturated carboxylic acids
Takimoto, Masanori,Hou, Zhaomin
, p. 11439 - 11445 (2013/09/02)
The sequential hydroalumination or methylalumination of various alkynes catalyzed by different catalyst systems, such those based on Sc, Zr, and Ni complexes, and the subsequent carboxylation of the resulting alkenylaluminum species with CO2 catalyzed by an N-heterocyclic carbene (NHC)-copper catalyst have been examined in detail. The regio- and stereoselectivity of the overall reaction relied largely on the hydroalumination or methylalumination reactions, which significantly depended on the catalyst and alkyne substrates. The subsequent Cu-catalyzed carboxylation proceeded with retention of the stereoconfiguration of the alkenylaluminum species. All the reactions could be carried out in one-pot to afford efficiently a variety of α,β- unsaturated carboxylic acids with well-controlled configurations, which are difficult to construct by previously reported methods. This protocol could be practically useful and attractive because of its high regio- and stereoselectivity, simple one-pot reaction operation, and the use of CO 2 as a starting material. Copyright
Synthesis of the trans-fusarinine scaffold
Bertrand, Samuel,Duval, Olivier,Hélesbeux, Jean-Jacques,Larcher, Gérald,Richomme, Pascal
scheme or table, p. 2119 - 2122 (2010/06/14)
The trans-fusarinine backbone is a common feature encountered in many fungal siderophores. This monomer is notably the structural base of Nα-methyl coprogen B and dimerumic acid. Both siderophores are known to be secreted by Scedosporium apiosp
Synthesis of Trichoverrin B and Its Conversion to Verrucarin J
Esmond, Robert,Fraser-Reid, Bert,Jarvis, Bruce B.
, p. 3358 - 3360 (2007/10/02)
Anguidine (3b) was converted to verrucarol (3a), which in turn was selectively acylated to yield trichoverin B (2).Trichoverrin B reacts with pyridinium dichromate in dimethylformamide, via a novel oxidative ring closure, to give verrucarin J (11a) in 50 percent yield.
