13360-81-1Relevant articles and documents
Heterogenization of ferrocene palladacycle catalysts on ROMP-derived monolithic supports and application to a Michael addition
Sudheendran, Mavila,Eitel, Simon H.,Naumann, Stefan,Buchmeiser, Michael R.,Peters, Ren
, p. 5597 - 5607 (2014)
The anchoring of well-defined molecular catalysts on a surface is an attractive strategy to develop sustainable catalytic processes. This article describes the first syntheses of monolith-supported ferrocene palladacycle catalysts. Monolithic supports were prepared via ring-opening metathesis polymerization (ROMP) using the 1st generation Grubbs catalyst . Fluorinated carboxylates were surface-grafted utilizing living Ru-termini. The immobilization of the palladacycles onto the monolithic support was accomplished by ligand substitution on the fluorinated carboxylates of the graft polymer. An investigation of these supported catalysts on the efficiency and reusability under different reaction conditions in a direct Michael addition generating a quaternary C-atom is reported. Whereas stereoselectivity was found to be significantly lower than in a comparable homogeneous system, Pd-leaching was not detected in all analyzed samples indicating a permanently immobilized catalyst system. This journal is
Rational design of a new chiral Lewis acid catalyst for enantioselective Diels-Alder reaction: Optically active 2-dichloroboryl-1,1′-binaphthyl
Ishihara, Kazuaki,Inanaga, Kazato,Kondo, Shoichi,Funahashi, Miyuki,Yamamoto, Hisashi
, p. 1053 - 1056 (1998)
A novel chiral aryldichloroborane catalyst bearing binaphthyl skeletons with axial chirality was developed as an asymmetric catalyst for the Diels-Alder reaction of dienes and α,β-unsaturated esters, and could be reused as the corresponding boronic acid. In addition, a new convenient method for preparing arylboronic acids from aryl alcohols is described.
Liu
, p. 5039 (1972)
Method for preparing single-configuration C-2-position-monosubstituted norbornene derivative
-
Paragraph 0041-0042, (2021/07/01)
The invention discloses a method for preparing a single-configuration C-2-position-monosubstituted norbornene derivative. The method comprises the following steps of: firstly, preparing exo-isomer enriched exo-isomer mixed 5-norbornene-2-carboxylic ester by taking commercial exo-isomer/endoisomer mixed 5-norbornene-2-carboxylic acid and large-steric-hindrance monohydric alcohol as raw materials; separating 5-norbornene-2-carboxylate with a single configuration through common column chromatography separation or fractionation; and finally, preparing the C-2-position-monosubstituted norbornene derivative with the single configuration from the separated 5-norbornene-2-carboxylate with the single configuration. The raw materials used in the invention are easy to obtain, the preparation process is simple, and the C-2-position-monosubstituted norbornene derivative with high purity (greater than 98%) and single configuration can be obtained.
Structure-Based Design of β5c Selective Inhibitors of Human Constitutive Proteasomes
Xin, Bo-Tao,De Bruin, Gerjan,Huber, Eva M.,Besse, Andrej,Florea, Bogdan I.,Filippov, Dmitri V.,Van Der Marel, Gijsbert A.,Kisselev, Alexei F.,Van Der Stelt, Mario,Driessen, Christoph,Groll, Michael,Overkleeft, Herman S.
supporting information, p. 7177 - 7187 (2016/08/24)
This work reports the development of highly potent and selective inhibitors of the β5c catalytic activity of human constitutive proteasomes. The work describes the design principles, large hydrophobic P3 residue and small hydrophobic P1 residue, that led to the synthesis of a panel of peptide epoxyketones; their evaluation and the selection of the most promising compounds for further analyses. Structure-activity relationships detail how in a logical order the β1c/i, β2c/i, and β5i activities became resistant to inhibition as compounds were diversified stepwise. The most effective compounds were obtained as a mixture of cis- and trans-biscyclohexyl isomers, and enantioselective synthesis resolved this issue. Studies on yeast proteasome structures complexed with some of the compounds provide a rationale for the potency and specificity. Substitution of the N-terminus in the most potent compound for a more soluble equivalent led to a cell-permeable molecule that selectively and efficiently blocks β5c in cells expressing both constitutive proteasomes and immunoproteasomes.