Homogeneous asymmetric catalysis by means of chiral metal complexes of 2,3-bis(dimenthylphosphino)maleic anhydride and of 2,3-bis(dimenthylphosphino)maleimide derivatives

Kinting, Annegret; Döbler, Christian

doi:10.1016/0022-328x(89)87298-5

Cited by 6 publications

(3 citation statements)

References 4 publications

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“…228 Other studies focused on the preparation of 132 type ligands bearing chiral dimenthylphosphino or phospholane substituents (Scheme 52). Ligands 134 and 135 bearing menthyl groups at the phosphorus atoms were tested in asymmetric hydrogenation and hydrosilylation reactions of unsaturated substrates (Rh) 229,230 and in Kumada cross-coupling (Ni and Pd) 230 though with a limited success. The performance of 134 in Ni-catalysed isomerisation of N-phenyl-cyclopent-3-en-carboxamide resulting from Ni-mediated addition of phenylisocyanate to cyclopentene was poor, too.…”

Section: Phosphine-amides Whose Amide Nitrogen Is a Part Of A Cyclementioning

confidence: 99%

Phosphino-carboxamides: the inconspicuous gems

Štěpnička

2012

Chem. Soc. Rev.

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Compounds combining phosphine and carboxamide moieties in their molecules have developed virtually unnoticed into a specific class of highly structurally versatile and tuneable donor molecules finding manifold use in various fields, particularly in coordination chemistry, biomedical sciences and in catalysis. In the latter field, some phosphinoamides became the real privileged ligands and an indispensable part of a standard toolbox for synthetic chemists. This critical review aims to give an overview of the multifaceted chemistry of such compounds, paying attention to both the fundamentals and recent developments in this continuously expanding field.

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Section: Phosphine-amides Whose Amide Nitrogen Is a Part Of A Cyclementioning

confidence: 99%

Phosphino-carboxamides: the inconspicuous gems

Štěpnička

2012

Chem. Soc. Rev.

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“…An analogous sequence of transformations was employed in the synthesis of ligand 72, in which the stereocentres have configurations opposite to those in bisphosphine 65. The ligand 72 was prepared starting from 4-hydroxy-N-(methylsulfonyl)-Dprolinol (73), which was generated by epimerisation of the chiral centres of 4-hydroxy-L-proline (59) according to the method used for the synthesis of the ligand (R,R)-60. 40 Chiral bisphosphines 74 and 75a ± c were generated from bisphosphine 60.…”

Section: Reagentmentioning

confidence: 99%

“…1,3-Bis(dimenthylphosphino)maleic anhydride 192 and substituted maleimides 193a,b were synthesised by the reactions of dimenthyl(trimethylsilyl)phosphine with 2,3-dichloromaleic anhydride or 2,3-dichloromaleimides, respectively. 73 First syntheses of chiral organophosphorus ligands from diterpenoids were described in the studies. 74,75 The authors of the cited studies used the known adducts of levopimaric acid (194a) with maleic anhydride (compound 195) and diethyl fumarate (compound 196) as well as the adduct of the benzyl ether of levopimarol (194b) with diethyl fumarate (compound 197).…”

Section: Organophosphorus Ligands Based On Terpenoids and Steroidsmentioning

confidence: 99%

Natural compounds in the synthesis of chiral organophosphorous ligands

Толстиков¹,

Khlebnikova²,

Tolstikova³

et al. 2003

Russ. Chem. Rev.

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Methods for the synthesis of chiral organophosphorus Methods for the synthesis of chiral organophosphorus compounds based on natural optically active compounds compounds based on natural optically active compounds (hydroxy acids, amino acids and their derivatives, mono-and (hydroxy acids, amino acids and their derivatives, mono-and disaccharides, mono-and diterpenoids, steroids) are discussed. disaccharides, mono-and diterpenoids, steroids) are discussed. Particular attention is given to the synthesis of bisphosphines and Particular attention is given to the synthesis of bisphosphines and bisphosphinites. These compounds serve as ligands for transition bisphosphinites. These compounds serve as ligands for transition metal complexes, which catalyse asymmetric hydrogenation. Data metal complexes, which catalyse asymmetric hydrogenation. Data on the enantioselectivity of hydrogenation of unsaturated precur-on the enantioselectivity of hydrogenation of unsaturated precursors of amino acids and unsaturated prochiral acids as well as on sors of amino acids and unsaturated prochiral acids as well as on the enantioselectivity of hydrosilylation of ketones are surveyed. the enantioselectivity of hydrosilylation of ketones are surveyed. The bibliography includes 77 references The bibliography includes 77 references. .

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Transition metals in organic synthesis: hydroformylation, reduction, and oxidation

Markó

1991

Journal of Organometallic Chemistry

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Homogeneous asymmetric catalysis by means of chiral metal complexes of 2,3-bis(dimenthylphosphino)maleic anhydride and of 2,3-bis(dimenthylphosphino)maleimide derivatives

Cited by 6 publications

References 4 publications

Phosphino-carboxamides: the inconspicuous gems

Phosphino-carboxamides: the inconspicuous gems

Natural compounds in the synthesis of chiral organophosphorous ligands

Transition metals in organic synthesis: hydroformylation, reduction, and oxidation

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