Optically active bipyridines in nickel catalyzed enantioselective conjugate addition to enones

Bolm, Carsten; Ewald, Martina

doi:10.1016/s0040-4039(00)97791-8

Cited by 91 publications

(18 citation statements)

References 11 publications

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“…139 High yields of optically active -substituted ketones were obtained with good asymmetric induction which was found to be highly dependent on the nickel-to-ligand ratio, the solvent, and the temperature. In the conjugate addition to chalcone (399), an enantiomeric excess of 72% was obtained, carrying out the reaction at -30°C in acetonitrile and by using 1 mol % of Ni(acac) 2 and 20% of 65.…”

Section: Other Processesmentioning

confidence: 97%

Chiral 2,2‘-Bipyridines, 1,10-Phenanthrolines, and 2,2‘:6‘,2‘ ‘-Terpyridines: Syntheses and Applications in Asymmetric Homogeneous Catalysis

2002

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Section: Other Processesmentioning

confidence: 97%

Chiral 2,2‘-Bipyridines, 1,10-Phenanthrolines, and 2,2‘:6‘,2‘ ‘-Terpyridines: Syntheses and Applications in Asymmetric Homogeneous Catalysis

2002

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“…The bipyridinyl diol 88 was used as an efficient catalyst by Bolm and Ewald [ 73 ] for the same reaction as the above. They applied the catalytic reaction for; a) R and R’ = Ph, b) R = p -CH 3 OC 6 H 4 , R’ = Ph, c) R = CH 3 , R’ = Ph.…”

Section: Synthesis and Application Of Transition Metal Complexes Omentioning

confidence: 99%

Synthesis and Application of the Transition Metal Complexes of α-Pyridinyl Alcohols, α-Bipyridinyl Alcohols, α,α’-Pyridinyl Diols and α,α’-Bipyridinyl Diols in Homogeneous Catalysis

2018

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The paper presents a comprehensive survey on the synthetic procedures of transition metal complexes of α-pyridinyl alcoholato, α-bipyridinyl alcoholato, α,α’-pyridinyl dialcoholato and α,α’-bipyridinyl dialcoholato ligands and their coordination chemistry. Greater emphasis is, however, given to the catalytic activity of the complexes in homogeneous and asymmetric chemical reactions. The multidentate character of the pyridinyl alcohols and/or bipyridinyl diols is of great importance in the complexation with a large number and type of transition metals. The transition metal complexes of pyridinyl alcoholato or bipyridinyl dialcoholato ligands in most cases, and a few pyridinyl alcohols alone, were used as catalysts in homogeneous and chemical asymmetric reactions. In most of the homogeneously catalysed enantioselective chemical reactions, limited numbers and types of pyridinyl alcohols and or bipyridinyl diols were used in the preparation of chiral catalysts that led to a few investigations on the catalytic importance of the pyridinyl alcohols.

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“…Another group consisting of bidentate 2,2 -bipyridine with bulky hydroxymethyl groups in the 3,3 -positions, L69, was prepared by Bolm [150,151]. The use of these compounds in the Ni-catalyzed enantioselective addition of Et 2 Zn gave rise to products with ee-values up to 74%.…”

Section: Pyridino-alcoholsmentioning

confidence: 99%

Cu‐ and Ni‐Catalyzed Conjugated Additions of Organozincs and Organoaluminums to α,β‐Unsaturated Carbonyl Compounds

Kotora

Betík

2010

Catalytic Asymmetric Conjugate Reactions

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Optically active bipyridines in nickel catalyzed enantioselective conjugate addition to enones

Cited by 91 publications

References 11 publications

Chiral 2,2‘-Bipyridines, 1,10-Phenanthrolines, and 2,2‘:6‘,2‘ ‘-Terpyridines: Syntheses and Applications in Asymmetric Homogeneous Catalysis

Chiral 2,2‘-Bipyridines, 1,10-Phenanthrolines, and 2,2‘:6‘,2‘ ‘-Terpyridines: Syntheses and Applications in Asymmetric Homogeneous Catalysis

Synthesis and Application of the Transition Metal Complexes of α-Pyridinyl Alcohols, α-Bipyridinyl Alcohols, α,α’-Pyridinyl Diols and α,α’-Bipyridinyl Diols in Homogeneous Catalysis

Cu‐ and Ni‐Catalyzed Conjugated Additions of Organozincs and Organoaluminums to α,β‐Unsaturated Carbonyl Compounds

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