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Your search keyword '"Zheng-Chao Duan"' showing total 5 results
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5 results on '"Zheng-Chao Duan"'

1. Enantioselective Rh-catalyzed hydrogenation of 3-aryl-4-phosphonobutenoates with a P-stereogenic BoPhoz-type ligand

Author

Cheng Zhang, Zheng-Chao Duan, Xiang-Ping Hu, and Zhuo Zheng

Subjects
Magnetic Resonance Spectroscopy, Molecular Structure, Chemistry, Stereochemistry, Ligand, Organic Chemistry, Chiral ligand, Asymmetric hydrogenation, Enantioselective synthesis, Organophosphonates, Noyori asymmetric hydrogenation, Stereoisomerism, Esters, Ligands, Catalysis, Stereocenter, Butyrates, Organophosphorus Compounds, Rhodium, Hydrogenation, Enantiomeric excess
Abstract

A series of chiral 3-aryl-4-phosphonobutyric acid esters were synthesized in high enantioselectivities (93-98% ee) via the Rh-catalyzed asymmetric hydrogenation of the corresponding 3-aryl-4-phosphonobutenoates using a P-stereogenic BoPhoz-type phosphine-aminophosphine ligand. The methodology has been successfully applied to the asymmetric synthesis of a potential GABA(B) antagonist, (R)-phaclofen, in high enantioselectivity.

Published
2010

2. Enantioselective synthesis of beta-aryl-gamma-amino acid derivatives via Cu-catalyzed asymmetric 1,4-reductions of gamma-phthalimido-substituted alpha,beta-unsaturated carboxylic acid esters

Author

Zheng-Chao Duan, Jun Deng, Sai-Bo Yu, Zhuo Zheng, Xiang-Ping Hu, Jia-Di Huang, and Dao-Yong Wang

Subjects
chemistry.chemical_classification, Molecular Structure, Chemistry, Hydrosilylation, Carboxylic acid, Imino Acids, Organic Chemistry, Enantioselective synthesis, Carboxylic Acids, Esters, Phthalimides, Stereoisomerism, Ligands, Chemical synthesis, Catalysis, Amino acid, Butyric acid, chemistry.chemical_compound, Organic chemistry, Amino Acids, Imide, Oxidation-Reduction, Copper
Abstract

A series of chiral beta-aryl-substituted gamma-amino butyric acid derivatives were synthesized in good enantioselectivities via the Cu-catalyzed asymmetric conjugate reduction of gamma-phthalimido-alpha,beta-unsaturated carboxylic acid esters using Cu(OAc)2 x H2O as a catalyst precursor, (S)-BINAP as a ligand, PMHS as a hydride source, and t-BuOH as an additive. The methodology has been applied successfully to the enantioselective synthesis of a chiral pharmaceutical, (R)-baclofen.

Published
2008

3. Rh-Catalyzed Asymmetric Hydrogenation of γ-Phthalimido-Substituted α,β-Unsaturated Carboxylic Acid Esters: An Efficient Enantioselective Synthesis of β-Aryl-γ-amino Acids

Author

Zheng-Chao Duan, Xiang-Ping Hu, Dao-Yong Wang, Xue-Feng Xu, Jun Deng, Zhuo Zheng, Jia-Di Huang, and Sai-Bo Yu

Subjects
Baclofen, Carboxylic acid, Alpha (ethology), Ligands, Biochemistry, Catalysis, chemistry.chemical_compound, Organic chemistry, Rhodium, Amino Acids, Physical and Theoretical Chemistry, Beta (finance), chemistry.chemical_classification, Molecular Structure, organic chemicals, Aryl, Asymmetric hydrogenation, Organic Chemistry, Enantioselective synthesis, Esters, Stereoisomerism, Amino acid, chemistry, Hydrogenation, Rolipram
Abstract

A series of chiral beta-aryl-gamma-amino acid ester derivatives were synthesized in high enantioselectivities (93-97% ee) via the Rh-catalyzed asymmetric hydrogenation of gamma-phthalimido-alpha,beta-unsaturated carboxylic acid esters using highly modular chiral BoPhoz-type phosphine-aminophosphine ligands. The method has been applied successfully to the synthesis of several chiral pharmaceuticals including (R)-baclofen and (R)-rolipram with high enantioselectivities.

Published
2008

4. Unsymmetrical Ferrocenylethylamine-Derived Monophosphoramidites: Highly Efficient Chiral Ligands for Rh-Catalyzed Enantioselective Hydrogenation of Enamides and α-Dehydroamino Acid Derivatives.

Author

Qing-Heng Zeng, Xiang-Ping Hu, Zheng-Chao Duan, Xin-Miao Liang, and Zhuo Zheng

Subjects
*LIGANDS (Chemistry), *HYDROGENATION, *ESTERS, *AMINO acids, *COMPLEX compounds, *ORGANIC compounds
Abstract

A new family of unsymmetrical ferrocenylethylamine-derived monophosphoramidites were synthesized and successfully applied in the Rh-catalyzed enantioselective hydrogenation of a range of enamides and α-dehydroamino acid esters, and ee values of up to 99.5% were obtained for both types of substrate. These results suggest that unsymmetrical amine-derived monophosphoramidites can also exhibit excellent enantioselectivity for a broad range of substrates, comparable to or higher than those of the most efficient symmetrical amine-derived monophosphoramidites reported thus far. [ABSTRACT FROM AUTHOR]

Published
2006
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5. Enantioselective Synthesis of β-AryI-γ-amino Acid Derivatives via Cu-Catalyzed Asymmetric 1,4-Reductions of γ-Phthalimido-Substituted αβ-Unsaturated Carboxylic Acid Esters.

Author

Deng, Jun, Xiang-Ping Hu, Jia-Di Huang, Sai-Bo Yu, Dao-Yong Wang, Zheng-Chao Duan, and Zhuo Zheng

Subjects
*CHIRALITY, *ENANTIOSELECTIVE catalysis, *BUTYRIC acid, *ESTERS, *ORGANIC chemistry
Abstract

A series of chiral β-aryl-substituted γ-amino butyric acid derivatives were synthesized in good enantioselectivities via the Cu-catalyzed asymmetric conjugate reduction of γ-phthalimido-α,β-unsaturated carboxylic acid esters using Cu(OAc)2·H2O as a catalyst precursor, (S)-BINAP as a ligand, PMHS as a hydride source, and t-BuOH as an additive. The methodology has been applied successfully to the enantioselective synthesis of a chiral pharmaceutical, (R)-baclofen. [ABSTRACT FROM AUTHOR]

Published
2008
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