644994-50-3Relevant academic research and scientific papers
Perfluorinated Bis(dihydrooxazole) complexes immobilized on fluorous reversed-phase silica gel as recyclable catalysts for enantioselective dielsi-alder reactions
Hensle, Eva M.,Bannwarth, Willi
, p. 2072 - 2083 (2013/02/23)
The three different perfluoroalkyl-tagged bis(dihydrooxazole)copper complexes 19-21 were synthesized and immobilized noncovalently on fluorous reversed-phase silica gel (FRPSG) by fluorous-fluorous interactions (Schemes2 and 3). These supported catalysts were successfully applied to asymmetric Diels-Alder reactions in H2O and in CH2Cl2 (Schemea 4). Besides high conversion of the dienophile, we observed enantiomer excesses of up to 88% in H2O and 97% in CH2Cl2, and we were able to recover and re-use these catalytic systems several times. Despite the relatively high catalyst loading, the leaching of copper was remarkably low ranging from 2.4 to 5.9 ppm.
Soluble polyisobutylene-supported reusable catalysts for olefin cyclopropanation
Bergbreiter, David E.,Tian, Jianhua
, p. 4499 - 4503 (2008/02/03)
Polyisobutylene oligomers (PIB) have been used as soluble supports for the immobilization of cyclopropanation catalysts. In addition to simple carboxylate ligands, chiral bisoxazolines have been successfully attached to these heptane-soluble polymers. The
Reusable nano-sized chiral bisoxazoline catalysts
Ono, Fumiyasu,Kanemasa, Shuji,Tanaka, Junji
, p. 7623 - 7626 (2007/10/03)
The nano-sized gold particle-based chiral catalyst having two kinds of alkyl thiol spacers, one of which is substituted with the chiral bisoxazoline/copper(II) complex at the end, behaves as reusable homogeneous catalyst. This gold particle complex acts as nearly homogeneous catalyst in the ene reaction between 2-phenylpropene and ethyl glyoxylate in dichloromethane, while it undergoes dense aggregation when diluted with hexane so as to be separated by simple filtration. Thus, the catalyst can be recovered after the completion of reaction by the repeated sequences of solvent exchange, centrifugal treatment, and decantation, followed by the recharge of substrates, and the situation is ready for the second reaction.
Modular synthesis of chiral homo- and heterotrisoxazolines. Improving the enantioselectivity in the asymmetric Michael addition of indole to benzylidene malonate
Ye, Meng-Chun,Li, Bin,Zhou, Jian,Sun, Xiu-Li,Tang, Yong
, p. 6108 - 6110 (2007/10/03)
A simple approach to a diverse set of chiral trisoxazolines is described. Deprotonation of bisoxazolines 2, followed by treatment of 2- chloromethyloxazolines 3, affords chiral trisoxazolines, including chiral homo- and hetero-trisoxazolines in good to hi
Chiral ditopic receptors. Application to palladium-catalyzed allylic alkylation
Bourguignon, Jean,Bremberg, Ulf,Dupas, Georges,Hallman, Kristina,Hagberg, Lars,Hortala, Laurent,Levacher, Vincent,Lutsenko, Serghey,Macedo, Emmanuel,Moberg, Christina,Quéguiner, Guy,Rahm, Fredrik
, p. 9583 - 9589 (2007/10/03)
Chiral pyridinooxazoline, quinolinooxazoline, bis(oxazolino)pyridine (pybox), and bisoxazoline (box) derivatives containing crown ether residues were prepared. Some of the ligands were assessed in substrate binding studies and in palladium catalyzed allylic alkylations.
