Loh, Charles C. J.; Fang, Xiang; Peters, Brendan; Lautens, Mark published the artcile< Benzylic Functionalization of Anthrones via the Asymmetric Ring Opening of Oxabicycles Utilizing a Fourth-Generation Rhodium Catalytic System>, Electric Literature of 277306-29-3, the main research area is anthracene anthracenone anthrone preparation; asymmetric catalysis; dearomatization; oxabicycles; rhodium; ring opening reactions.
While anthrones exist as privileged scaffolds in bioactive mols., the enantioselective functionalization of anthrones is surprisingly scarce in the literature, with no asym. transition metal catalyzed example to date. Herein, the authors report the first asym. transition metal catalyzed benzylic functionalization of anthrones through the rhodium(I) catalyzed desymmetrization of oxabicyclic compounds As previously developed rhodium(I) systems were found to be unsuitable for this substrate, a new robust fourth-generation [Rh(cod)OH]2 based catalytic system was developed to address synthetic challenges in this protocol. Under optimized conditions the synthesis of the target compounds was achieved using bis[(1,2,5,6-η)-1,5-cyclooctadiene]di-μ-hydroxydirhodium and (2R)-1-[(1R)-1-[bis(1,1-dimethylethyl)phosphino]ethyl]-2-(diphenylphosphino)ferrocene [i.e., (R,S)-PPF-tBu2, [(R)-1-[(S)-2-(Di-tert-butylphosphino)ferrocenyl]ethyl]diphenylphosphine, JOSIPHOS SL-J 0002-1] as catalyst-ligand combination. Starting materials included 9(10H)-anthracenone derivatives and 1,4-dihydro-1,4-epoxynaphthalene derivatives The title compounds thus formed included [(hydroxy)naphthalenyl]anthracenone derivatives
Chemistry – A European Journal published new progress about Anthracenes Role: RCT (Reactant), RACT (Reactant or Reagent). 277306-29-3 belongs to class chiral-phosphine-ligands, and the molecular formula is C32H40FeP2, Electric Literature of 277306-29-3.
Referemce:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate