10264-55-8Relevant academic research and scientific papers
Copper-catalyzed enantioselective conjugate addition of triethylaluminum to 2-cyclopentenone
Su, Liming,Li, Xingshu,Chan, Wing Lai,Jia, Xian,Chan, Albert S. C.
, p. 1865 - 1869 (2003)
Bidentate phosphites were prepared starting from BINOL, H8-BINOL or 3,3′, 5,5′-tetra-tert-butyl-2,2′-biphenol. Utilization of these ligands in the copper-catalyzed enantioselective conjugate addition of triethylaluminum to 2-cyclopentenone affo
Enantioselectivity switch in copper-catalyzed conjugate addition reactions under the influence of a chiral N-heterocyclic carbene-silver complex
Matsumoto, Keitaro,Nakano, Yuki,Shibata, Naoatsu,Sakaguchi, Satoshi
, p. 7755 - 7759 (2016)
The asymmetric 1,4-addition of Et2Zn to 2-cyclohexen-1-one using a Cu(i) salt/N-heterocyclic carbene (NHC)-Ag complex catalytic system afforded optically active 3-ethylcyclohexanone. The reversal of enantioselectivity using the same catalytic s
Highly enantioselective copper-catalyzed 1,4-conjugate addition of diethylzinc to cyclic enones and αβ-unsaturated lactones
Liang, Liang,Yan, Ming,Li, Yue-Ming,Chan, Albert S.C.
, p. 2575 - 2578 (2004)
A significant improvement in enantioselectivity has been achieved in the 1,4-additions of diethylzinc to 2-cyclopentenone, 2-cyclohexenone and 5,6-hydro-2H-pyran-2-one (up to 93%, 98% and 94% ee, respectively) by using a chiral diphosphite-copper catalyst under suitable reaction conditions.
Tropanes as scaffolds for phosphorus-olefin ligands and their application in asymmetric catalysis
Vlahovic, Sandra,Schaedel, Nicole,Tussetschlaeger, Stefan,Laschat, Sabine
, p. 1580 - 1590 (2013)
Tropane-derived phosphorus-olefin hybrid ligands bearing various combinations of P-units (chiral BINOL-derived units/achiral PPh 2-units) with a tropene skeleton (chiral/achiral) have been synthesized and used in Cu-catalysed conjugate 1,4-addi
Chiral phosphite ligands derived from l-(+)-tartaric acid: Synthesis and application in the Cu-catalyzed 1,4-conjugate addition of organozincs to cyclic enones
Xing, Ai-Ping,Bai, Cui-Bing,Wang, Lai-Lai
, p. 455 - 459 (2013)
A new series of chiral phosphite ligands derived from readily available l-(+)-tartaric acid and binaphthol derivatives were designed and prepared in convenient synthetic routes. These ligands were successfully employed in the Cu-catalyzed asymmetric conju
Enantioselective conjugate addition of dialkylzinc to cyclic enones catalyzed by chiral binaphthyldiamine-copper(I) complexes
Hatano, Manabu,Asai, Takafumi,Ishihara, Kazuaki
, p. 8590 - 8594 (2007)
The enantioselective conjugate addition of dialkylzinc (R2Zn) to cyclic enones was examined using chiral binaphthyldiamine-copper(I) catalysts. Under the present reaction conditions, chiral C2-symmetric [RZn(II)]2-diamine-
Synthesis of epimer of Taniaphos ligand
Almássy, Ambroz,Rakovsky, Erik,Malastová, Andrea,Sorádová, Zuzana,?ebesta, Radovan
, p. 130 - 138 (2016)
The spatial arrangement of groups within a chiral ligand is essential for its catalytic performance. This work describes convenient synthesis of (R,Sp)-1-(2-(diphenylphosphano)ferrocenyl)-1-(2-diphenylphosphanophenyl)-N,N-dimethylmethanamine, a
Cu-catalyzed asymmetric conjugate addition of dialkylzincs to enones using a (±)- trans -1,2-cyclohexanediamine-based bis(NHC) derived from l -leucinol
Kamihigashi, Shun,Shibata, Naoatsu,Sakaguchi, Satoshi
, p. 2933 - 2937 (2014)
A hydroxyamide-functionalized azolium salt as the precursor of a (±)-trans-1,2-cyclohexanediamine-based bis(NHC) ligand was designed and synthesized from readily accessible l-leucinol. The combination of a Cu salt with this chiral ligand precursor promote
Imido-P(v) trianion supported enantiopure neutral tetrahedral Pd(II) cages
Rajasekar, Prabhakaran,Pandey, Swechchha,Paithankar, Harshad,Chugh, Jeetender,Steiner, Alexander,Boomishankar, Ramamoorthy
, p. 1873 - 1876 (2018)
Charge-neutral chiral hosts are attractive due to their ability to recognize a wide range of guest functionalities and support enantioselective processes. However, reports on such charge-neutral cages are very scarce in the literature. Here, we report an enantiomeric pair of tetrahedral Pd(ii) cages built from chiral tris(imido)phosphate trianions and oxalate linkers, which exhibit enantioselective separation capabilities for epichlorohydrin, β-butyrolactone, and 3-methyl- and 3-ethyl cyclopentanone.
Enantioselective conjugate addition of diethylzinc to cyclic enones with chiral aryl diphosphite-copper catalysts
Yan, Ming,Chan, Albert S. C.
, p. 6645 - 6648 (1999)
A series of C2-symmetric aryl diphosphites based on chiral binaphthol were prepared and their copper complexes were found to be efficient catalysts for the conjugate addition of diethylzinc to cyclic enones. Good enantioselectivities (up to 89.8 and 88.7% ee, respectively) were obtained in the conjugate addition of diethylzinc to 2-cyclohexenone and 2- cyclopentenone.
