Academic literature on the topic 'Asymmetric catalysis; Oxazoline ligands'

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Journal articles on the topic "Asymmetric catalysis; Oxazoline ligands"

1

Kraft, Jochen, Martin Golkowski, and Thomas Ziegler. "Spiro-fused carbohydrate oxazoline ligands: Synthesis and application as enantio-discrimination agents in asymmetric allylic alkylation." Beilstein Journal of Organic Chemistry 12 (January 29, 2016): 166–71. http://dx.doi.org/10.3762/bjoc.12.18.

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In the present work, we describe a convenient synthesis of spiro-fused D-fructo- and D-psico-configurated oxazoline ligands and their application in asymmetric catalysis. The ligands were synthesized from readily available 3,4,5-tri-O-benzyl-1,2-O-isopropylidene-β-D-fructopyranose and 3,4,5-tri-O-benzyl-1,2-O-isopropylidene-β-D-psicopyranose, respectively. The latter compounds were partially deprotected under acidic conditions followed by condensation with thiocyanic acid to give an anomeric mixture of the corresponding 1,3-oxazolidine-2-thiones. The anomeric 1,3-oxazolidine-2-thiones were sep
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2

Jones, Geraint, and Christopher J. Richards. "Simple phosphinite–oxazoline ligands for asymmetric catalysis." Tetrahedron Letters 42, no. 32 (2001): 5553–55. http://dx.doi.org/10.1016/s0040-4039(01)01041-3.

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3

Brunner, Henri, Matthias Weber, and Manfred Zabel. "Asymmetric Catalysis, 154 [1]. New 1,1’-Binaphthyl Ligands for Enantioselective Catalysis." Zeitschrift für Naturforschung B 58, no. 9 (2003): 821–26. http://dx.doi.org/10.1515/znb-2003-0902.

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Chiral binaphthyl compounds, especially those with different substituents in 2- and 2’-position of the binaphthyl system, have gained interest as constituents of successful ligands in various catalytic reactions. Here, we present the synthesis and characterization of new binaphthyl ligands containing oxazoline, cyano and amide substituents in 2’-position in addition to methoxy, hydroxy or amino groups in 2-position. Starting from these compounds new ligands for enantioselective catalysis will be accessible.
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4

Bakhtiari, Atefeh, and Javad Safaei-Ghomi. "Effects of Chiral Ligands on the Asymmetric Carbonyl-Ene Reaction." Synlett 30, no. 15 (2019): 1738–64. http://dx.doi.org/10.1055/s-0037-1611875.

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The carbonyl-ene reaction is one of the most well-known reactions for C–C bond formation. Based on frontier molecular orbitals (FMO), carbonyl-ene reactions occur between the highest occupied molecular orbital (HOMO) of the ene compound bearing an active hydrogen atom at the allylic center and the lowest unoccupied molecular orbital (LUMO) of the electron-deficient enophile, which is a carbonyl compound. A high activation barrier enforces the concerted ene reaction rather than a Diels–Alder reaction at high temperature. Employing a catalytic system can eliminate defects in the ene reaction, an
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5

Hanessian, Stephen, Eric Jnoff, Noemy Bernstein, and Michel Simard. "Bifunctional bis(oxazolines) as potential ligands in catalytic asymmetric reactions." Canadian Journal of Chemistry 82, no. 2 (2004): 306–13. http://dx.doi.org/10.1139/v03-198.

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C2-symmetrical bis(oxazoline) ligands bearing pendant alkylthio ether groups were synthesized, and the structures of Cu complexes were determined by single crystal X-ray diffraction. The potential utility in catalysis was shown in the asymmetric addition of methyllithium to an aromatic aldimine, which resulted in a mixture of products with an enantiomeric excess of 68%.Key words: two-center catalysis, bis(oxazoline), aldimine, imine alkylation.
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6

Yang, Guoqiang, and Wanbin Zhang. "Renaissance of pyridine-oxazolines as chiral ligands for asymmetric catalysis." Chemical Society Reviews 47, no. 5 (2018): 1783–810. http://dx.doi.org/10.1039/c7cs00615b.

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7

Singh, Pradeep K., and Vinod K. Singh. "Chiral 2,6-bis(5',5'-diphenyloxazoline)pyridine as an efficient ligand for asymmetric catalysis." Pure and Applied Chemistry 84, no. 7 (2012): 1651–57. http://dx.doi.org/10.1351/pac-con-11-10-16.

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A modified tridentate pyridine bisoxazoline (pybox) ligand, possessing gem-diphenyl substitution at C-5 of the oxazoline rings, has been proved to be a very efficient ligand for enantioselective allylic oxidation, one-pot three-component synthesis of propargy-amines, and Friedel–Crafts alkylation of various aromatic compounds. We have shown that a 5',5'-diphenyl grouping in the oxazoline rings of chiral ligands is crucial for higher reaction rates as well as enhanced enantioselectivity.
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8

Padevět, Jaroslav, Marcus G. Schrems, Robin Scheil, and Andreas Pfaltz. "NeoPHOX – a structurally tunable ligand system for asymmetric catalysis." Beilstein Journal of Organic Chemistry 12 (June 13, 2016): 1185–95. http://dx.doi.org/10.3762/bjoc.12.114.

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A synthesis of new NeoPHOX ligands derived from serine or threonine has been developed. The central intermediate is a NeoPHOX derivative bearing a methoxycarbonyl group at the stereogenic center next to the oxazoline N atom. The addition of methylmagnesium chloride leads to a tertiary alcohol, which can be acylated or silylated to produce NeoPHOX ligands with different sterical demand. The new NeoPHOX ligands were tested in the iridium-catalyzed asymmetric hydrogenation and palladium-catalyzed allylic substitution. In both reactions high enantioselectivities were achieved, that were comparable
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9

Hoarau, O., H. Aït-Haddou, M. Castro, and G. G. A. Balavoine. "New homochiral bis(oxazoline) ligands for asymmetric catalysis." Tetrahedron: Asymmetry 8, no. 22 (1997): 3755–64. http://dx.doi.org/10.1016/s0957-4166(97)00499-0.

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10

Bronger, Raymond P. J., and Patrick J. Guiry. "Aminophosphine–oxazoline and phosphoramidite–oxazoline ligands and their application in asymmetric catalysis." Tetrahedron: Asymmetry 18, no. 9 (2007): 1094–102. http://dx.doi.org/10.1016/j.tetasy.2007.04.020.

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