56221-41-1Relevant academic research and scientific papers
Asymmetric dearomative spirolactonization of naphthols using λ3-iodanes under chiral phase-transfer catalysis
Antien, Kevin,Viault, Guillaume,Pouységu, Laurent,Peixoto, Philippe A.,Quideau, Stéphane
supporting information, p. 3684 - 3690 (2017/06/13)
The asymmetric phase-transfer catalytic effect of chiral Cinchona alkaloid-derived quaternary ammonium salts was investigated in the context of the λ3-iodane-mediated dearomative spirolactonization of naphthols. The scope and limitations of this methodology were evaluated using various substrates, which were converted into spirolactones in good yields and with enantiomeric excesses up to 58%.
Synthesis of [N,P] ligands based on pyrrole. Application to the total synthesis of arnottin i
Suárez-Meneses, Jesús V.,Bonilla-Reyes, Edgar,Blé-González, Ever A.,Ortega-Alfaro, M. Carmen,Toscano, Rubén Alfredo,Cordero-Vargas, Alejandro,López-Cortés, José G.
, p. 1422 - 1430 (2014/02/14)
This paper describes the synthesis of a new class of [N,P] ligands based on pyrrole with a dimethylamino group as hard donor and a phosphine moiety as soft base. We have also modified the phosphine fragment to change the electronic and steric properties of these ligands. Palladium complex 3a proved to be very efficient in Heck cross-coupling reactions and in intramolecular aryl-aryl couplings of esters and amides. We have demonstrated the applicability and efficiency of this novel catalyst in the total synthesis of the natural product arnottin I.
Palladium-catalyzed tandem reaction to construct benzo[c]phenanthridine: Application to the total synthesis of benzo[c]phenanthridine alkaloids
Lv, Pei,Huang, Kanglun,Xie, Longguan,Xu, Xiaohua
supporting information; experimental part, p. 3133 - 3135 (2011/05/15)
A concise and efficient synthesis of benzo[c]phenanthridines was accomplished by the palladium-catalyzed ring-opening coupling of azabicyclic alkene with o-iodobenzoates, followed by tandem cyclization. The strategy was successfully applied in the total synthesis of benzo[c]phenanthridine alkaloids such as sanguinarine, chelerythrine, nitidine and avicine.
A radical cyclization approach to isoindolobenzazepines. Synthesis of lennoxamine
Rodriguez, Gema,Cid, M. Magdalena,Saa, Carlos,Castedo, Luis,Dominguez, Domingo
, p. 2780 - 2782 (2007/10/03)
The alkaloid lennoxamine (1) was synthesized by transannular cyclization of a 10-membered lactam obtained by intramolecular addition of an aryl radical to a (trimethylsilyl)acetylene. The isoindolo[1,2-b][3]benzazepine skeleton present in lennoxamine was also obtained by means of regioselective 7-endo-trig radical cyclization of methylenephthalimidines.
