693825-24-0Relevant academic research and scientific papers
Arenophile-Mediated Dearomative Reduction
Okumura, Mikiko,Nakamata Huynh, Stephanie M.,Pospech, Jola,Sarlah, David
supporting information, p. 15910 - 15914 (2016/12/16)
A dearomative reduction of simple arenes has been developed which employs a visible-light-mediated cycloaddition of arenes with an N-N-arenophile and in situ diimide reduction. Subsequent cycloreversion or fragmentation of the arenophile moiety affords 1,3-cyclohexadienes or 1,4-diaminocyclohex-2-enes, compounds that are not synthetically accessible using existing dearomatization reactions. Importantly, this strategy also provides numerous opportunities for further derivatization as well as site-selective functionalization of polynuclear arenes.
Palladium(II)-Catalyzed Intramolecular 1,4-Oxyacyloxylation of Conjugated Dienes. A Stereocontrolled Route to Fused Six-Membered Lactones and Pyrans
Verboom, Renzo C.,Persson, B. Anders,Baeckvall, Jan-E.
, p. 3102 - 3111 (2007/10/03)
Stereocontrolled palladium(II)-catalyzed intramolecular 1,4-oxidations of dienyl acids and alcohols proceed under mild conditions to give fused δ-lactones and pyrans, respectively, in good yields. The stereo- and regioselectivity was affected by the presence of LiCl and solvent composition (HOAc/acetone). The products obtained were used for further functionalizations using copper(I)-mediated reactions. Stoichiometric reactions of preformed dibutylcyanocuprates with pyrans containing an allylic acetate gave cis- and trans-fused ring systems with high γ-selectivity and in high yields.
