208242-72-2Relevant academic research and scientific papers
Dynamic asymmetric catalysis by diphenylphosphinoferrocene (DPPF)-nickel complexes through control of axial chirality by chiral diamines
Mikami, Koichi,Aikawa, Kohsuke
, p. 99 - 101 (2002)
(matrix presented) The enantio- and diastereomerically pure metal complexes of a chirally dynamic diphenylphosphinoferrocene (DPPF) ligand are obtained through coordination of enantiopure diaminobinaphthyl (DABN) to control the axial chirality of DPPF-Pt,
Electron-poor benzonitriles as labile, stabilizing ligands in asymmetric catalysis.
Becker, Jennifer J,Van Orden, Lori J,White, Peter S,Gagne, Michel R
, p. 727 - 730 (2002)
[structure: see text] A chiral palladium catalyst [(S)-MeObiphep)Pd(NCAr)2(SbF6)2, (S)-4c], has been developed for a variety of asymmetric transformations. (S)-4c is bench-stable and has activity comparable to that of the nitrile free Lewis acid catalyst
Heterogeneous enantioselective catalyzed carbonyl- and imino-ene reactions using copper bis(oxazoline) zeolite Y
Caplan, Neil A.,Hancock, Frederick E.,Bulman Page, Philip C.,Hutchings, Graham J.
, p. 1685 - 1688 (2004)
A recovery discovery: A simple pathway for the synthesis of α-hydroxy and α-amino carbonyl compounds with good yields and high enantioselection is provided by the first heterogeneously catalyzed enantioselective carbonyl-ene and imino-ene reactions. The c
Reversal in enantioselectivity of tert-butyl versus phenyl-substituted bis(oxazoline) copper(II) catalyzed hetero Diels-Alder and ene reactions. Crystallographic and mechanistic studies
Evans, David A.,Johnson, Jeffrey S.,Burgey, Christopher S.,Campos, Kevin R.
, p. 2879 - 2882 (1999)
X-Ray crystal structures of the Cu[(S,S)-tert-Bu- bis(oxazoline)](H2O)2(SbF6)2 (6), Cu[(S,S)-Ph- bis(oxazoline)](H2O)2(SbF6)2 (7), and Cu[(S,S)-iso-Pr- bis(oxazoline)](H2O)2(SbF6)2 (8) complexes are presented. Implications of the structural details are considered in the context of the opposite enantiofacial biases conferred by complexes Cu[(S,S)-tert-Bu- bis(oxazoline)](x)2 (1, X = OTf or SbF6) and Cu[(S,S)-Ph- bis(oxazoline)](X)2 (2) in hetero Diels-Alder and glyoxytate ene reactions. Structural and mechanistic studies suggest that a change in geometry at the metal center is not necessarily responsible for the reversal in enantioselectivity.
Helical Chirality Control of Palladium Complexes That Bear a Tetrakis(phosphanyl)terphenyl Ligand: Application as Asymmetric Lewis Acid Catalysts
Aikawa, Kohsuke,Mikami, Koichi
, p. 5458 - 5461 (2003)
Both axial and helical chirality are generated by complexation of the novel tetrakis(phosphanyl)terphenyl (tetraphos) ligand to a metal center (see picture). The tropos nature of the ligand was confirmed, and enantiopure Pd complexes controlled by diamines were applied as asymmetric Lewis acid catalysts in carbonyl-ene reactions.
Quasi Solvent-Free Enantioselective Carbonyl-Ene Reaction with Extremely Low Catalyst Loading
Yuan, Yu,Zhang, Xue,Ding, Kuiling
, p. 5478 - 5480 (2003)
Simply mixing the neat substrates and a small amount of the chiral catalyst (0.1-0.01 mol%) under nearly solvent-free conditions makes the enantioselective carbonyl-ene reaction of glyoxylate ester with a variety of olefins proceed smoothly to afford the
Highly enantioselective carbonyl-ene reactions catalyzed by a hindered silyl-salen-cobalt complex
Hutson, Gerri E.,Dave, Apurva H.,Rawal, Viresh H.
, p. 3869 - 3872 (2007)
We report here the enantioselective carbonyl-ene reactions of various 1,1-disubstituted and trisubstituted alkenes with ethyl glyoxylate. The reactions are catalyzed by a new Co-salen complex, in which bulky triisobutylsilyl (TIBS) substituents occupy the
Chiral palladium(II)-catalyzed asymmetric glyoxylate-ene reaction: Alternative approach to the enantioselective synthesis of α-hydroxy esters
Hao, Jian,Hatano, Manabu,Mikami, Koichi
, p. 4059 - 4062 (2000)
(Matrix presented) An effective chiral palladium catalyst [Pd(CH3CN)2(S)-Tol-BINAP](SbF6)2 (2b) is developed for asymmetric glyoxylate-ene reactions. This palladium dicationic catalyst provides a simple but effi
Electrostatically immobilised BOX and PYBOX metal catalysts: application to ene reactions
McDonagh, Chiara,O'Leary, Patrick
, p. 979 - 982 (2009)
Copper(I), copper(II) and scandium(III) triflate complexes of BOX and PYBOX ligands have been electrostatically immobilised on silica. The performance of the immobilised catalysts, in the two carbonyl-ene reactions studied, compares very well with that of
Asymmetric Pt(II)-catalyzed ene reactions: counterion-dependent additive and diphosphine electronic effects.
Koh,Larsen,Gagne
, p. 1233 - 1236 (2001)
[reaction: see text]. Catalysis of the glyoxylate-ene reaction by dicationic P2Pt(II) complexes is subject to anion-dependent additive effects. For [((S)-MeOBiphep)Pt](OTf)2 catalysts, acidic phenols such as 3-CF3-C6H3OH or C6F5OH provide substantial rate
