Calcium catalyzed enantioselective intramolecular alkene hydroamination with chiral C2-symmetric bis-amide ligands

Philipp C. Stegner; Jonathan Eyselein; Gerd M. Ballmann; Jens Langer; Jochen Schmidt; Sjoerd Harder

doi:10.1039/d1dt00173f

Calcium catalyzed enantioselective intramolecular alkene hydroamination with chiral C2-symmetric bis-amide ligands

Dalton Transactions ◽

10.1039/d1dt00173f ◽

2021 ◽

Vol 50 (9) ◽

pp. 3178-3185 ◽

Cited By ~ 1

Author(s):

Philipp C. Stegner ◽

Jonathan Eyselein ◽

Gerd M. Ballmann ◽

Jens Langer ◽

Jochen Schmidt ◽

...

Keyword(s):

Enantioselective Catalysis ◽

Amide Ligands ◽

Calcium Catalysts

Enantioselective catalysis with calcium catalysts is challenging due to facile loss of the chiral spectator ligand. Herein a series of bis-amide calcium catalysts with chiral binaphtalene bridges is introduced.

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Heterogeneous Enantioselective Catalysis with Chiral Encoded Mesoporous Pt−Ir Films Supported on Ni Foam

Chemistry - An Asian Journal ◽

10.1002/asia.202100966 ◽

2021 ◽

Author(s):

Sunpet Assavapanumat ◽

Sopon Butcha ◽

Somlak Ittisanronnachai ◽

Alexander Kuhn ◽

Chularat Wattanakit

Keyword(s):

Enantioselective Catalysis ◽

Ni Foam

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Enantiomerically pure cage-shaped (1S,4S,5R)-4-hydroxy-2,6-diazabicyclo[3.3.0]octane and (1S,4R,5R)-4-hydroxy-2-oxa-6-azabicyclo[3.3.0]octane: Synthesis and test for enantioselective catalysis

Tetrahedron ◽

10.1016/s0040-4020(96)01049-6 ◽

1997 ◽

Vol 53 (4) ◽

pp. 1369-1382 ◽

Cited By ~ 14

Author(s):

Guo-qiang Lin ◽

Zhi-cai Shi

Keyword(s):

Enantioselective Catalysis ◽

Enantiomerically Pure

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Chiral 8-substituted 2-(2-methoxyphenyl) and 2-(2-hydroxyphenyl)-5,6,7,8-tetrahydro-6,6-dimethyl-5,7-methanoquinolines as ligands for enantioselective catalysis: palladium catalyzed allylic substitution and addition of diethylzinc to benzaldehyde

Journal of Molecular Catalysis A Chemical ◽

10.1016/s1381-1169(00)00373-3 ◽

2000 ◽

Vol 164 (1-2) ◽

pp. 173-179 ◽

Cited By ~ 8

Author(s):

Giorgio Chelucci ◽

Sonia Craba ◽

Antonio Saba ◽

Franco Soccolini ◽

Giuseppe Sotgiu

Keyword(s):

Enantioselective Catalysis ◽

Allylic Substitution ◽

Palladium Catalyzed

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Origin of Stereoinduction by Chiral Aminophosphane Phosphinite Ligands in Enantioselective Catalysis: Asymmetric Hydroformylation

Chemistry - A European Journal ◽

10.1002/chem.200500606 ◽

2006 ◽

Vol 12 (5) ◽

pp. 1457-1467 ◽

Cited By ~ 24

Author(s):

Jorge J. Carbó ◽

Agustí Lledós ◽

Dieter Vogt ◽

Carles Bo

Keyword(s):

Enantioselective Catalysis ◽

Asymmetric Hydroformylation

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Asymmetrische Katalysen, 25 [1]. C5H5Mn(CO)2-Komplexe von optisch aktiven Chelatphosphanen als einzähnige Liganden in der enantioselektiven Katalyse / Asymmetric Catalyses, 25 [1]. C5H5Mn(CO)2 Complexes of Optically Active Chelate Phosphanes as Monodentate Ligands in Enantioselective Catalysis

Zeitschrift für Naturforschung B ◽

10.1515/znb-1985-1004 ◽

1985 ◽

Vol 40 (10) ◽

pp. 1243-1249 ◽

Cited By ~ 9

Author(s):

Henri Brunner ◽

Alfons Knott

Keyword(s):

Cinnamic Acid ◽

Enantioselective Hydrogenation ◽

Optically Active ◽

Enantioselective Catalysis ◽

Dinuclear Complexes ◽

Bidentate Ligands ◽

Monodentate Ligand ◽

Mononuclear Complexes ◽

Monodentate Ligands

The chelate phosphanes Diphos, Diop, and Norphos were reacted with C5H5Mn(CO)2THF and CH3C5H4Mn(CO)2THF to give mononuclear complexes, containing the phosphanes as unidentate or as bidentate ligands, and dinuclear complexes, containing bridging phosphane ligands. In C5H5Mn(CO)2Diop one of the two P(C6H5)2 groups of Diop is coordinated to the C5H5Mn(CO)2 fragment; the uncoordinated P(C6H5)2 group makes it a monodentate ligand. C5H5Mn(CO)2Diop together with [Rh(cod)Cl]2 was used as an in situ catalyst in the enantioselective hydrogenation of (Z)-a-[N -acetam ino]cinnamic acid (78.4% ee) and in the enantioselective hydrosilylation of acetophenone with diphenylsilane (6.7% ee).

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