205178-57-0Relevant 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
, p. 3684 - 3690 (2017)
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.
Synthesis of arnottin I through a palladium-mediated aryl-aryl coupling reaction
Harayama, Takashi,Yasuda, Hirotake,Akiyama, Toshihiko,Takeuchi, Yasuo,Abe, Hitoshi
, p. 861 - 864 (2007/10/03)
6H-Dibenzo[b,d]pyran-6-one, 6H-benzo[d]naphtho[1,2-b]pyran-6-one, and their derivatives were prepared via the palladium mediated aryl-aryl coupling reaction of aryl ortho-halobenzoate. The short step synthesis of arnottin I (1) was achieved by this method.
A concise synthesis of arnottin I via internal biaryl coupling reaction using palladium reagent
Harayama, Takashi,Yasuda, Hirotake
, p. 61 - 64 (2007/10/03)
Total synthesis of arnottin I (1) was accomplished via the internal arylaryl coupling reaction of iodo-ester (2) by the palladium-assisted cyclization reaction.
