The Experts below are selected from a list of 8592 Experts worldwide ranked by ideXlab platform
Adriaan J. Minnaard - One of the best experts on this subject based on the ideXlab platform.
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enantioselective intramolecular reductive Heck Reaction with a palladium monodentate phosphoramidite catalyst
Chemcatchem, 2017Co-Authors: Subramaniyan Mannathan, Joost N H Reek, Johannes G De Vries, Saeed Raoufmoghaddam, Adriaan J. MinnaardAbstract:A palladium-catalyzed enantioselective reductive Heck Reaction of enones using monodentate phosphoramidite ligands is described. TADDOL-based phosphoramidites with palladium(ll) acetate, and N-methyl dicyclohexylamine as reducing agent gives the reductive Heck product in high yields and enantioselectivities up to 90%. The solvent plays an important role and in diethyl carbonate the chemo and enantioselectivity appeared to be the highest.
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palladium ii acetate catalyzed reductive Heck Reaction of enones a practical approach
Chemcatchem, 2015Co-Authors: Subramaniyan Mannathan, Joost N H Reek, Johannes G De Vries, Saeed Raoufmoghaddam, Adriaan J. MinnaardAbstract:A surprisingly practical Pd(OAc)(2) or Pd(TFA)(2)-catalyzed reductive Heck Reaction between aryl iodides and alpha,beta-unsaturated ketones is described using N,N-diisopropylethylamine (DIPEA, Hunigs base) as the reductant. In general, 1 mol% of Pd(OAc)(2) is sufficient to afford good yields using electron-rich or halogen-substituted aryl iodides. Electron-deficient aryl iodides preferentially give homocoupling. Enones containing aryl or bulky substituents on the beta-carbon react smoothly, producing mainly reductive Heck product, whereas enones with alkyl substituents on the beta-carbon afford a mixture of reductive Heck and Heck product. Deuterium labeling experiments show that the Reaction is a bona fide reductive Heck Reaction and exclude a Heck Reaction-conjugate reduction cascade.
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pd diimine a highly selective catalyst system for the base free oxidative Heck Reaction
Journal of Organic Chemistry, 2011Co-Authors: Aditya L Gottumukkala, Johannes F Teichert, Dorus Heijnen, Niek N H M Eisink, Simon Van Dijk, Catalina Ferrer, Adri Van Den Hoogenband, Adriaan J. MinnaardAbstract:Pd(OAc)(2)/3 is an efficient catalyst system for the base-free oxidative Heck Reaction that outperforms the currently available catalysts for the more challenging substrates studied. The catalyst system is highly selective, and works at room temperature with dioxygen as the oxidant.
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A highly enantioselective intramolecular Heck Reaction with a monodentate ligand
Journal of the American Chemical Society, 2002Co-Authors: Rosalinde Imbos, Adriaan J. Minnaard, Ben L FeringaAbstract:An efficient enantioselective intramolecular Heck Reaction of cyclohexadienones, using readily available and modular TADDOL-based mono- and bidentate phosphoramidites as chiral ligands and not requiring any additives, has been developed. Excellent enantioselectivities up to 96% ee are reached for the first time in a Heck Reaction with monodentate ligands.
Johannes G De Vries - One of the best experts on this subject based on the ideXlab platform.
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enantioselective intramolecular reductive Heck Reaction with a palladium monodentate phosphoramidite catalyst
Chemcatchem, 2017Co-Authors: Subramaniyan Mannathan, Joost N H Reek, Johannes G De Vries, Saeed Raoufmoghaddam, Adriaan J. MinnaardAbstract:A palladium-catalyzed enantioselective reductive Heck Reaction of enones using monodentate phosphoramidite ligands is described. TADDOL-based phosphoramidites with palladium(ll) acetate, and N-methyl dicyclohexylamine as reducing agent gives the reductive Heck product in high yields and enantioselectivities up to 90%. The solvent plays an important role and in diethyl carbonate the chemo and enantioselectivity appeared to be the highest.
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palladium ii acetate catalyzed reductive Heck Reaction of enones a practical approach
Chemcatchem, 2015Co-Authors: Subramaniyan Mannathan, Joost N H Reek, Johannes G De Vries, Saeed Raoufmoghaddam, Adriaan J. MinnaardAbstract:A surprisingly practical Pd(OAc)(2) or Pd(TFA)(2)-catalyzed reductive Heck Reaction between aryl iodides and alpha,beta-unsaturated ketones is described using N,N-diisopropylethylamine (DIPEA, Hunigs base) as the reductant. In general, 1 mol% of Pd(OAc)(2) is sufficient to afford good yields using electron-rich or halogen-substituted aryl iodides. Electron-deficient aryl iodides preferentially give homocoupling. Enones containing aryl or bulky substituents on the beta-carbon react smoothly, producing mainly reductive Heck product, whereas enones with alkyl substituents on the beta-carbon afford a mixture of reductive Heck and Heck product. Deuterium labeling experiments show that the Reaction is a bona fide reductive Heck Reaction and exclude a Heck Reaction-conjugate reduction cascade.
Chuan Wang - One of the best experts on this subject based on the ideXlab platform.
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nickel catalyzed asymmetric intramolecular reductive Heck Reaction of unactivated alkenes
Organic Letters, 2019Co-Authors: Feiyan Yang, Youxiang Jin, Chuan WangAbstract:An asymmetric Ni-catalyzed intramolecular reductive Heck Reaction of unactivated alkenes tethered to aryl bromides has been accomplished, providing a variety of benzene-fused cyclic compounds beari...
Subramaniyan Mannathan - One of the best experts on this subject based on the ideXlab platform.
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enantioselective intramolecular reductive Heck Reaction with a palladium monodentate phosphoramidite catalyst
Chemcatchem, 2017Co-Authors: Subramaniyan Mannathan, Joost N H Reek, Johannes G De Vries, Saeed Raoufmoghaddam, Adriaan J. MinnaardAbstract:A palladium-catalyzed enantioselective reductive Heck Reaction of enones using monodentate phosphoramidite ligands is described. TADDOL-based phosphoramidites with palladium(ll) acetate, and N-methyl dicyclohexylamine as reducing agent gives the reductive Heck product in high yields and enantioselectivities up to 90%. The solvent plays an important role and in diethyl carbonate the chemo and enantioselectivity appeared to be the highest.
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palladium ii acetate catalyzed reductive Heck Reaction of enones a practical approach
Chemcatchem, 2015Co-Authors: Subramaniyan Mannathan, Joost N H Reek, Johannes G De Vries, Saeed Raoufmoghaddam, Adriaan J. MinnaardAbstract:A surprisingly practical Pd(OAc)(2) or Pd(TFA)(2)-catalyzed reductive Heck Reaction between aryl iodides and alpha,beta-unsaturated ketones is described using N,N-diisopropylethylamine (DIPEA, Hunigs base) as the reductant. In general, 1 mol% of Pd(OAc)(2) is sufficient to afford good yields using electron-rich or halogen-substituted aryl iodides. Electron-deficient aryl iodides preferentially give homocoupling. Enones containing aryl or bulky substituents on the beta-carbon react smoothly, producing mainly reductive Heck product, whereas enones with alkyl substituents on the beta-carbon afford a mixture of reductive Heck and Heck product. Deuterium labeling experiments show that the Reaction is a bona fide reductive Heck Reaction and exclude a Heck Reaction-conjugate reduction cascade.
Krishanu Ray - One of the best experts on this subject based on the ideXlab platform.
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synthesis of benzodiazocine annulated heterocycles by the implementation of pd catalyzed intramolecular Heck Reaction
ChemInform, 2010Co-Authors: K C Majumdar, Krishanu Ray, Sintu GanaiAbstract:Abstract Synthesis of hitherto unreported benzodiazocine-annulated heterocycles by the implementation of palladium-catalyzed intramolecular Heck Reaction has been achieved in excellent yields.
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novel synthesis of medium sized oxa heterocycles by palladium catalyzed intramolecular Heck Reaction
Tetrahedron Letters, 2007Co-Authors: K C Majumdar, Buddhadeb Chattopadhyay, Krishanu RayAbstract:Abstract An efficient and high yielding method for the synthesis of eight-membered heterocyclic skeletons has been developed via palladium-catalyzed intramolecular Heck Reaction.
