Development of New 6-Membered Chelating Chiral Bisphosphine Ligands for Rhodium-Catalyzed Asymmetric Hydrogenation
スポンサーリンク
概要
- 論文の詳細を見る
A new chiral 1,3-bisphosphine, (1R, 2R)-1-diphenylphosphino-2-(diphenylphosphinomethyl)cyclopentane, which was designed to form the favorable skew conformation of the six-membered chelate with rhodium, was developed. Its rhodium complex was found to be one of the most efficient catalysts known for asymmetric hydrogenation of amino acid precursors. Further improvement of this ligand was also attempted for catalytic asymmetric hydrogenation of prochiral ketones to clarify the enantioselective mechanism.
- 社団法人日本薬学会の論文
- 1992-11-25
著者
-
阿知波 一雄
School of Pharmaceutical Sciences, University of Shizuoka
-
井口 潔
School Of Pharmaceutical Sciences University Of Shizuoka
-
藤江 直人
School of Pharmaceutical Sciences, University of Shizuoka
-
吉川 清史
School of Pharmaceutical Sciences, University of Shizuoka
-
吉川 清史
School Of Pharmaceutical Sciences University Of Shizuoka
-
Yoshikawa Kiyoshi
School Of Pharmaceutical Sciences University Of Shizuoka
-
藤江 直人
School Of Pharmaceutical Sciences University Of Shizuoka
関連論文
- Prostanoids and Related Compounds. IV. Total Synthesis of Clavulones
- PYRROLIDINE DERIVATIVES AS INHIBITORS OF PLATELET AGGREGATION INDUCED BY PLATELET ACTIVATING FACTOR
- Convenient Syntheses of Optically Active β-Lactams by Enzymatic Resolution
- Synthesis of Optically Active Nucleoside Analogs Containing 2,3-Dideoxyapiose in the Presence of a Catalytic Amount of Trimethylsilyl Iodide
- LIPASE-CATALYZED ENANTIOSYNTHESIS OF (R)- AND (S)-2-[BENZYL(PHENYL)AMINO]ETHYL 5-(5,5-DIMETHYL-2-OXO-1,3,2-DIOXAPHOSPHORINAN-2-YL)-1,4-DIHYDRO-2,6-DIMETHYL-4-(3-NITROPHENYL)-3-PYRIDINECARBOXYLATE (NZ 105)
- DETERMINATION OF THE ABSOLUTE CONFIGURATION OF BIOLOGICALLY ACTIVE (S)-(-)-NB 818 AND ITS STRUCTURAL CORRELATION WITH THE STEREOSELECTIVITY OF THE CHANNEL BLOCKING ACTION
- LIPASE-CATALYZED ENANTIOSELECTIVE HYDROLYSIS OF 4-ALKYL-1,4-DIHYDROPYRIDINE DERIVATIVES : SYNTHESIS OF (+)- AND (-)-METHYL 2-(PHENYLTHIO)ETHYL 1,4-DIHYDRO-2,4,6-TRIMETHYL-3,5-PYRIDINEDICARBOXYLATE (PCA 4248)
- SYNTHESIS AND INHIBITORY ACTIVITY OF ISOINDOLINONE DERIVATIVES ON THROMBOXANE A_2 ANALOG (U-46619)-INDUCED VASOCONTRACTION
- Development of New 6-Membered Chelating Chiral Bisphosphine Ligands for Rhodium-Catalyzed Asymmetric Hydrogenation
- THE ORIGIN OF THE ENANTIOSELECTION IN THE RUTHENIUM(II)-CATALYZED ASYMMETRIC HYDROGENATION OF α, β-UNSATURATED CARBOXYLIC ACID
- ^P-Nuclear Magnetic Resonance Studies on Various N-Substituted Pyrrolidinebisphosphine-Rhodium Complexes to Clarify the N-Substituent Effect on Catalytic Asymmetric Hydrogenation
- Efficient Preparation of Optically Active (S)-(-)-3-Methyl-γ-butyrolactone by Catalytic Asymmetric Hydrogenation Using Chiral N-Substituted Pyrrolidinebisphosphine Rhodium Complexes
- 2.触媒的不斉水素化反応(触媒的不斉合成)
- キラルな金属錯体を触媒とする不斉合成反応
- EFFECIENT ASYMMETRIC HYDROGENATION OF (Z__-)-2-ACETAMIDOCINNAMIC ACID CATALYZED BY THE RHODIUM COMPLEX OF MODIFIED N__--BENZYL-(3R__-, 4R__-)-3,4-BIS(DIPHENYLPHOSPHINO)PYRROLIDINE (DEGPHOS)
- A Convenient Synthesis of N-Benzyloxy-β-lactams via N-Benzyloxyimines
- SYNTHESIS OF THE 2', 3'-DIDEOXYNUCLEOSIDE DERIVATIVES OF THE SPECIFIC BINDING PEPTIDE PART OF CD4
- Efficient Lipase-Catalyzed Synthesis of Chiral Glycerol Derivatives
- FACILE PROCESS FOR ENZYMIC RESOLUTION OF RACEMIC ALCOHOLS
- Disaccharides as Endomannosidase Inhibitors : Syntheses of α-Homomannojirimycin and β-Homomannojirimycin Linked to D-Glucose and D-Mannose
- Lipid A and Related Compounds. XXIX. Synthesis of Biologically Active N-Acylated L-Asparagine-Containing D-Glucosamine Derivatives Structurally Related to Lipid A
- Lipid A and Related Compounds. XV. Efficient Synthesis of Novel Analogs of Glucosamine-4-phosphate, the Nonreducing Sugar Moiety of Lipid A(Medicinal Chemistry,Chemical)
- Lipid A and Related Compounds. XIV. A New Synthesis of Lipid Y, the Reducing Sugar Moiety of Salmonella- and Proteus-Type Lipid A(Organic,Chemical)
- SYNTHESIS OF CHIRAL 3-SUBSTITUTED γ-LACTONES AND 9-FURANOSYLADENINE FROM (R)-2-(2,2-DIETHOXYETHYL)-1,3-PROPANEDIOL MONOACETATE PREPARED BY LIPASE-CATALYZED REACTION
- SYNTHESIS OF ATROPISOMERIC BIPHENYLBISPHOSPHINE, 6,6'-BIS(DICYCLO-HEXYLPHOSPHINO)-3,3'-DIMETHOXY-2,2', 4,4'-TETRAMETHYL-1,1'-BIPHENYL AND ITS USE IN RHODIUM(I)-CATALYZED ASYMMETRIC HYDROGENATION
- SYNTHESIS OF AXIALLY DISSYMMETRIC BIPHENYLBISPHOSPHINE LIGANDS, BIMOPS AND ASYMMETRIC HYDROGENATIONS OF β-KETO ESTER AND α, β-UNSATURATED CARBOXYLIC ACID CATALYZED BY THEIR RUTHENIUM (II) COMPLEXES
- Neuraminic Acid and Related Compounds. V. Syntheses of Biologically Active Sialosyl-Glycerol Derivatives and Galactosyl-Glycerol Derivative
- SYNTHESES OF BIOLOGICALLY ACTIVE SIALOSYLGLYCEROL DERIVATIVES
- Neuraminic Acid and Related Compounds. I. : Syntheses of Biologically Active 4', 7', 8', 9'-Tetra-O-acetyl-sialyl- and Sialyl-(α2-6)-D-glucosamine-4-phosphate Analogues of Lipid A
- Lipid A and Related Compounds. XXXVII. Determination of Favorable Binding Linkages of Lipid A Analog to Antigen Moiety for Synthetic Vaccines
- Synthesis of Cancer Peptide Antigen-Lipid A Analog Conjugates for Synthetic Vaccines
- Synthesis of Tn, Sialyl Tn and HIV-1-Derived Peptide Antigen Conjugates Having a Lipid A Analog as an Immunoadjuvant for Synthetic VAaccines
- 細菌内毒素リピドA類を免疫アジュバント部位とする癌,エイズ合成ワクチンヘの基礎研究
- SYNTHESIS OF TN AND SIALYL TN ANTIGEN-LIPID A ANALOG CONJUGATES FOR SYNTHETIC VACCINES
- Lipid A and Related Compounds. XXXIII.Synthesis and Structure-Activity Relationships of N-Acylated L-Serine or L-Threonine-Containing D-Glucosamine Derivatives as Mimics of Lipid A Disaccharide
- Lipid A and Related Compounds. XXXI.Synthesis of Biologically Active N-Acylated L-Serine-Containing D-Glucosamine 4-Phosphate Derivatives of Lipid A
- Lipid A and Related Compounds. XXX. Synthesis of Biologically Active N, N'-Diacyl Chitobiose Derivatives Structurally Related to Lipid A
- Synthesis of Ganglioside G_ and G_ Analogs Having Mimics of Ceramide Moieties and Their Binding Activities with Influenza Virus A
- Synthesis of Sulfated Cerebroside Analogs Having Mimicks of Ceramide and Their Anti-human Immunodeficiency Virus Type 1 Activities
- SYNTHESIS OF BIOLOGICALLY ACTIVE N-ACYLATED L-SERINE-CONTAINING D-GLUCOSAMINE-4-PHOSPHATE DERIVATIVES OF LIPID
- Lipid A and Related Compounds. XXVII. An Efficient Synthesis of D-Galactosamine-4-phosphate Analogs of Lipid A via a Novel Key Intermediate
- Lipid A and Related Compounds. XXVI. Syntheses of Biologically Active Penta-O-acetyl-N-glycoloylneuraminyl- and Penta-O-acetyl-3-deoxy-D-glycero-D-galacto-2-nonulopyranosonic Acid-(α2→6)-D-glucosamine-4-phosphate Analogs of Lipid A
- SYNTHESIS OF THE SEQUENCE OF HEPT-(α1→5)KDO-(α2→6)-D-GLUCOSAMINE-4-PHOSPHATE OF LIPOPOLYSACCHARIDE
- Lipid A and Related Compounds. XXIV. Efficient Synthesis of Several Lipid as via Common Disaccharide Intermediates
- SYNTHESIS OF BIOLOGICALLY ACTIVE DERIVATIVES OF D-GLUCOSAMINE-4-PHOSPHATE AND 1-THYMINYL-D-GLUCOSAMINE-4,6-DISULFATE
- A NEW SYNTHESIS OF α-GLYCOSIDICALLY-LINKED DISACCHARIDES USING 2α-CHLORO-3β-PHENYLTHIO KDO DERIVATIVES
- Synthesis of Peptides Mimicking Chemokine Receptor CCR5 and Their Inhibitory Effects against HIV-1 Infection
- Synthesis of 2-Thio-platlet Activating Factor and Related Compounds
- Efficient Synthesis of Optically Active cis-endo-2,3-Dihydroxymethyl-5-norbornene Monoacetate by Lipase-Catalyzed Transesterification
- Lipase-Catalyzed Enantioselective Synthesis of Optically Active Mephobarbital, Hexobarbital and Febarbamate
- Steric and Electronic Effects of Substrates and Rhodium Chiral Catalysts in Asymmetric Cyclopropanation
- 光学活性医薬品の触媒的不斉合成研究
- Synthesis of (β-N-Sulfonylaminoalkyl)phosphines and Their Use in Palladium-Mediated Asymmetric Synthesis
- Efficient Asymmetric Hydrogenation of β- and γ-Amino Ketone Derivatives Leading to Practical Synthesis of Fluoxetine and Eprozinol
- Efficient Asymmetric Hydrogenation of α-Amino Ketone Derivatives. A Highly Enantioselective Synthesis of Phenylephrine, Levamisole, Carnitine and Propranolol
- SYNTHESIS OF IMMUNOADJUVANT CONJUGATES WITH HIV-DERIVED PEPTIDE INDUCING PEPTIDE-SPECIFIC ANTIBODY
- Preparations of Chiral Pyrrolidinebisphosphines Bearing Two Different Types of Phosphino Groups and Their Use in Efficient Catalytic Asymmetric Hydrogenation
- Prostanoids and Related Compounds. VI. Synthesis of Isoindolinone Derivatives Possessing Inhibitory Activity for Thromboxane A_2 Analog (U-46619)-Induced Vasoconstriction
- Synthesis and Mitogenic Activity of Chiral Lipopeptide WS1279 and Its Derivatives
- STRUCTURE-ACTIVITY RELATIONSHIP OF LIPOPEPTIDE FROM OUTER MEMBRANE OF ESCHERICHIA COLI AND SYNTHESIS OF HIGHLY IMMUNOPOTENTING LIPOPEPTIDE DERIVATIVES WITH AN ACHIRAL LIPO-PART
- Synthesis of Optically Active Lipopeptide Analogs from the Outer Membrane of Escherichia coli
- SYNTHESIS OF BIOLOGICALLY ACTIVE PENTAPEPTIDE ANALOGS OF THE N-TERMALNAL PART OF LIPOPROTEIN FROM THE OUTER MEMBRANE OF ESCHERICHIA COLI
- SYNTHESIS OF BIOLOGICALLY ACTIVE GALACTOSYL AND GLUCOSYL-GLYCEROL DERIVATIVES
- 108(P40) 植物培養細胞を用いるポドフィロトキシン誘導体等の合成研究(ポスター発表の部)
- Synthesis of Optically Active α-Phenylpyridylmethanols with Cell Cultures of Nicotiana tabacum
- Synthesis of Optically Active α-Phenylpyridylmethanols with Baker's Yeast
- Prostanoids and Related Compounds. V. Synthesis of 6-Aza-5-oxo-2,3,4-trinor-1,5-inter-m-phenylene Prostacyclin Derivatives
- Synthesis of Optically Active α-(p-Chlorophenyl)pyridylmethanols with Plant Cell Cultures
- Effect of Inhibitor or Immobilization on Reduction of Benzoylpyridines by Baker's Yeast
- Asymmetric Synthesis of (R)-Nilvadipine and (S)-NB 818 via Regioselective Bromination of Chiral 1,4-Dihydropyridines as a Key Step and Enzymatic Resolution of Racemic 2-Hydroxymethyl-1,4-dihydropyridine Derivatives
- Lipase-Catalyzed Enantioselective Hydrolysis of Bis(acyloxymethyl) 1,4-Dihydro-3,5-pyridinedicarboxylates Leading to Optically Active Medicines
- Synthesis of Efficient Chiral Bisphosphine Ligands, Modified DIOPs, (4R, 5R)-4-(Diaryl- or dialkylphosphino)methyl-5-(diarylphosphino)methyl-2,2-dimethyl-1,3-dioxolanes, and Their Use in Rhodium(I)-Catalyzed Asymmetric Hydrogenations
- EFFECTS OF THE DIARYLPHOSPHINO GROUPS OF MODIFIED DIOPS ON THE ENANTIOSELECTIVITY AND THE CATALYTIC ACTIVITY OF THEIR PHODIUM(I) COMPLEXES IN THE CATALYTIC ASYMMETRIC HYDROGENATIONS OF ENAMIDES
- EFFICIENT SYNTHESIS OF NATURAL (+)-COLLINUSIN USING CATALYTIC ASYMMETRIC HYDROGENATION WITH A CHIRAL BISPHOSPHINE-RHODIUM(I) COMPLEX
- Antibody-Producing Effects in Mice by Synthetic Immunoactive Lipopeptides with the Conjugated Amino Acid Sequence of gp120 in Human Immunodeficiency Virus
- DESIGN OF METHOXY-SUBSTITUTED BPPM ANALOGUES AND THEIR APPLICATION TO THE ASYMMETRIC SYNTHESIS OF N__-ACETYLPHENYLALANINE
- Lipid A and Related Compounds. XVII. : Synthesis of 3- Deoxy-D-manno-2-octulosonic Acid (KDO)-(α2→6)-D-Glucosamine-4-phosphates, Analogs of the Biologically Active Moiety of Lipopolysaccharide from Escherichia coli Re Mutant
- Lipid A and Related Compounds. XVI. Synthesis of Biologically Active Tetraacetyl-3-deoxy-D-manno-2-octulosonic Acid (KDO)-(α2→6)-D-Glucosamine-4-phosphates, Novel Analogs of the Nonreducing Sugar Moiety of Lipid A(Medicinal Chemistry,Chemical)
- Synthesis of N-Acetylglucosaminyl- and N-Acetylgalactosaminylceramides as Cerebroside Analogs and Their Anti-human Immunodeficiency Virus Type 1 Activities
- Preparation of Axially Chiral Biphenyl Diphosphine Ligands and Their Application in Asymmetric Hydrogenation
- NEW SYNTHESIS OF 2-THIO-PAF AND RELATED COMPOUNDS AS SUBSTRATES OF PAF ACETYLHYDROLASE AND PHOSPHOLIPASE A_2
- ASYMMETRIC SYNTHESIS OF A CHIRAL NORBORNENE DERIVATIVE BY LIPASE-CATALYZED TRANSESTERIFICATION OF CIS- ENDO-5-NORBORNENE-2,3-DIMETHANOL AND ITS APPLICATION TO THE SYNTHESIS OF AN OPTICALLY ACTIVE TXA_2 ANTAGONIST
- SYNTHESIS OF BIOLOGICALLY ACTIVE ACYCLOAZT DERIVATIVES AND RELATED COMPOUNDS