366013-96-9Relevant academic research and scientific papers
Enantiopure antituberculosis candidates synthesized from (-)-fenchone
Dobrikov, Georgi M.,Valcheva, Violeta,Nikolova, Yana,Ugrinova, Iva,Pasheva, Evdokia,Dimitrov, Vladimir
supporting information, p. 243 - 247 (2014/04/03)
The synthesis of new enantiopure N-acyl compounds derived from (-)-fenchone has been performed. The evaluation of their in vitro activity against Mycobacterium tuberculosis H37Rv showed for most of them moderate activity. The structures bearing
Unsaturated nitriles: Stereoselective MgO eliminations
Fleming, Fraser F.,Shook, Brian C.
, p. 3668 - 3672 (2007/10/03)
α,β-Unsaturated nitriles are readily synthesized by eliminating MgO from β-hydroxynitriles. Deprotonating acyclic, and cyclic, β-hydroxynitriles with excess MeMgCl smoothly generates dianion intermediates that eject MgO with concurrent formation of α,β-unsaturated nitriles. Alternatively, sequential addition of lithioacetonitrile and MgBr2 to aldehydes and ketones generates magnesium alkoxides in situ that eliminate MgO upon addition of MeMgCl. The MeMgCl-induced MgO eliminations smoothly generate α,β-unsaturated nitriles from hindered ketones that are otherwise difficult to synthesize.
Chiral β- and γ-aminoalcohols derived from (+)-camphor and (-)-fenchone as catalysts for the enantioselective addition of diethylzinc to benzaldehyde
Dimitrov, Vladimir,Dobrikov, Georgi,Genov, Miroslav
, p. 1323 - 1329 (2007/10/03)
The addition of Me3SiCN and LiCH2CN to (+)-camphor and (-)-fenchone, respectively, followed by reduction leads to chiral β- and γ-aminoalcohols. The enantioselectivities realized using these aminoalcohols as ligands in the addition of Et2Zn to benzaldehyde were lower than those obtained using the corresponding δ-aminoalcohols.
