935697-24-8Relevant academic research and scientific papers
Cytochrome P450 catalyzed oxidative hydroxylation of achiral organic compounds with simultaneous creation of two chirality centers in a single C-H activation step
Roiban, Gheorghe-Doru,Agudo, Ruben,Reetz, Manfred T.
supporting information, p. 8659 - 8663 (2014/08/18)
Regio- and stereoselective oxidative hydroxylation of achiral or chiral organic compounds mediated by synthetic reagents, catalysts, or enzymes generally leads to the formation of one new chiral center that appears in the respective enantiomeric or diastereomeric alcohols. By contrast, when subjecting appropriate achiral compounds to this type of C-H activation, the simultaneous creation of two chiral centers with a defined relative and absolute configuration may result, provided that control of the regio-, diastereo-, and enantioselectivity is ensured. The present study demonstrates that such control is possible by using wild type or mutant forms of the monooxygenase cytochrome P450 BM3 as catalysts in the oxidative hydroxylation of methylcyclohexane and seven other monosubstituted cyclohexane derivatives.
Palladium-catalyzed asymmetric silaborative C-C cleavage of meso-methylenecyclopropanes
Ohmura, Toshimichi,Taniguchi, Hiroki,Kondo, Yoshiyuki,Suginome, Michinori
, p. 3518 - 3519 (2008/01/01)
An enantioselective silaborative C-C cleavage of meso-methylenecyclopropanes (meso-MCPs) was achieved by using a palladium catalyst bearing a chiral monodentate phosphine ligand. The (R)-2-bis(3,5-dimethylphenyl)phosphino-1,1′-binaphthyl gave the highest
Reductive generation of enolates from enones using elemental hydrogen: Catalytic C-C bond formation under hydrogenative conditions
Jang, Hye-Young,Huddleston, Ryan R.,Krische, Michael J.
, p. 15156 - 15157 (2007/10/03)
Exposure of enones to elemental hydrogen in the presence of a Rh(I) catalyst enables reductive enolate generation, as evidenced by electrophilic trapping of the enolate by appendant and exogenous aldehyde partners. The significance of these findings resides in the ability to regioselectivity generate and transform transition metal enolates under catalytic conditions that circumvent formation of stoichiometric byproducts. Copyright
Chiral orthoesters in organic synthesis: Novel reagents for the enantioselective acylation of silylenolethers
Longobardo, Luigi,Mobbili, Giovanna,Tagliavini, Emilio,Trombini, Claudio,Umani-Ronchi, Achille
, p. 1299 - 1316 (2007/10/02)
Dialkyl trans-2-alkoxy-2-alkyl-1,3-dioxolan-4,5-dicarboxylates and the corresponding N,N,N,N-tetramethyl-4,5-diamides have been prepared respectively from dialkyl tartrates or tartaric acid diamides. They smoothly reacted with silylenolethers in the prese
