7028-22-0Relevant articles and documents
Photoenzymatic Generation of Unstabilized Alkyl Radicals: An Asymmetric Reductive Cyclization
Clayman, Phillip D.,Hyster, Todd K.
supporting information, p. 15673 - 15677 (2020/10/18)
Flavin-dependent "ene"-reductases can generate stabilized alkyl radicals when irradiated with visible light; however, they are not known to form unstabilized radicals. Here, we report an enantioselective radical cyclization using alkyl iodides as precursors to unstabilized nucleophilic radicals. Evidence suggests this species is accessed by photoexcitation of a charge-transfer complex that forms between flavin and substrate within the protein active site. Stereoselective delivery of a hydrogen atom from the flavin semiquinone to the prochiral radical formed after cyclization provides high levels of enantioselectivity across a variety of substrates. Overall, this transformation demonstrates that photoenzymatic catalysis can address long-standing selectivity challenges in the radical literature.
Unactivated C(sp3)-H hydroxylation through palladium catalysis with H2O as the oxygen source
Hu, Jiantao,Lan, Tianlong,Sun, Yihua,Chen, Hui,Yao, Jiannian,Rao, Yu
supporting information, p. 14929 - 14932 (2015/10/06)
A novel palladium catalyzed hydroxylation of unactivated aliphatic C(sp3)-H bonds was successfully developed. Different from conventional methods, water serves as the hydroxyl group source in the reaction. This new reaction demonstrates good reactivity and broad functional group tolerance. The C-H hydroxylated products can be readily transformed into various highly valuable chemicals via known transformations. Based on experimental and theoretical studies, a mechanism involving the Pd(ii)/(iv) pathway is proposed for this hydroxylation reaction.
Effiziente Synthese neuer 2-Cycloalk(en)yl-propansaeure-Derivate - mittlere und grosse Ringe als Bioisostere von Alkylphenylresten?
Greve, Bjoern,Imming, Peter,Laufer, Stefan
, p. 1312 - 1314 (2007/10/03)
Stichworte: Cycloalkanone, Cyclooxygenase-Inhibitoren, Mittlere Ringe, Zinkverbindungen
