Chemistry of Sodium Borohydride and Diborane. II. Reduction of Schiff Bases with Diborane in Tetrahydrofuran

スポンサーリンク

概要

• 論文の詳細を見る

• The reduction of the various Schiff bases with diborane in tetrahydrofuran was smoothly proceeded, being followed by the simple treatment with alcohol, to give the corresponding amines. The relative reactivity of the Schiff bases toward diborane increased with an increasing order of their basicities determined by the infrared absorption spectral method.

• 公益社団法人日本薬学会の論文
• 1966-12-25

著者

• 山田 俊一

  Faculty of Pharmaceutical Sciences, University of Tokyo

• 山田 俊一

  Faculty Of Pharmaceutical Sciences University Of Tokyo

• 池上 四郎

  Faculty of Pharmaceutical Sciences, Teikyo University

• 池上 四郎

  Faculty Of Pharmaceutical Sciences Teikyo University

関連論文

• Amino Acids and Peptides. XXIII. An Asymmetric Synthesis of (R)-(-)-Laudanosine from L-3-(3,4-Dihydroxyphenyl) alanine
• Stereochemical Studies. XIII. Determination of the Absolute Configuration of Mercaptosuccinic Acid by Chemical Correlation with Glyceraldehyde
• Chemistry of Amino Acids. IV. Decarboxylation of 1,2,3,4-Tetrahydroisoquinoline-3-carboxylic Acid and Its Derivatives
• Studies on Opically Active Amino Acids. VII. Stereoselective Synthesis of l-Norephedrine Hydrochloride from D-Phenylalanine
• Studies on Optically Active Amino Acids. V. Synthesis of Optically Active α-Aminoalcohols by the Reduction of α-Amino Acid Esters with Sodium Borohydride
• Studies on Optically Active Amino Acids. IV. A New Synthetic Approach to Chloramphenicol Base from L-Phenylalanine.
• Studies on Thioamides. I. Synthesis of N-(2-Arylethyl)-thioamides and their Infrared Absorption Spectra.
• The Reductive Cyclization of 1-Methyl-3-aminoalkyloxindoles with Lithium aluminum Hydride.
• Stereochemical Studies. XXXVIII. Asymmetric Synthesis of the Key Compounds for the Synthesis of optically Active Diterpenes. Asymmetric Synthesis of optically Active 1,2,3,4,5,6,7,8,8a-Octahydro-8a-methyl-3,8-naphthalenedione Derivatives with L-Proline De
• 立体化学の研究(第33報)L-Proline誘導体を用いたEnamineの不斉誘起反応による不斉合成(-)-Bisdehydroestrone Methyl Etherの不斉合成
• 立体化学の研究(第32報)L-Proline誘導体を用いたEnamineの不斉誘起反応による不斉合成, ステロイドならびにテルペン合成中間体の不斉合成
• Stereochemical Studies. XXIX. Asymmetric Synthesis of 2-Alkylcyclohexanones via optically Active Lithioenamines
• Stereochemical Studies. XXVIII. Some Aspects of the Asymmetric Synthesis of (R)-(+)-4-Methyl-4-phenyl-2-cyclohexenone via an Enamine
• Stereochemical Studies.XX.Asymmetric Synthesis of α-Bromoketones
• Stereochemical Studies.XIX. Asymmetric Synthesis of 2-Alkyl-4-substituted Cyclohexanones with Enamine Alkylation
• Stereochemical Studies. IX. Asymmetric Synthesis of 2-Alkylcyclo-hexanones with Enamine Alkylation
• Chemistry of Amino Acids. V. Studies on α-Alkyl-α-amino Acids. IX. Mild Hydrolytic Ring Cleavage of Hydantoin Derivatives
• Stereochemical Studies. XXXVIII. Asymmetric Synthesis of the Key Compounds for the Synthesis of optically Active Diterpenes. Asymmetric Synthesis of optically Active 1,2,3,4,5,6,7,8,8a-Octahydro-8a-methyl-3,8-naphthalenedione Derivatives with L-Proline De
• Stereochemical Studies. XXXVIII. Asymmetric Synthesis of the Key Compounds for the Synthesis of optically Active Diterpenes. Asymmetric Synthesis of optically Active 1,2,3,4,5,6,7,8,8a-Octahydro-8a-methyl-3,8-naphthalenedione Derivatives with L-Proline De
• Studies on Optical Rotatory Dispersion and Circular Dichroism. II. Circular Dichroism of α-Hydroxy-and α-Amino-α-phenyl Ketones
• Stereochemical Studies. VII. Thermal Rearrangement of α-Hydroxyimines to α-Aminoketones using optically Active Open Chain Compounds
• Studies on optically Active Amino Acids. XVIII. Studies on α-Methyl-α-amino Acids. XIV. Several Optical Properties of α-Methyl-α-amino Acids
• Studies on Optically Active Amino Acids. XIV. Studies on α-Alkyl-α-amino acids. VII. Determination of Absolute Configuration of Optically Active α-Methylphenylglycine Configuration of Optically Active α-Methylphenylglycine and 1-Methyl-1-phenylpropylamine
• Pyrimidine Derivatives. V. Structure-Activity Studies of Antihypertensive Quinazoline Derivatives Using the Adaptive Least-Squares Method
• Pyrimidine Derivatives. VII. Structure-Activity Relationship of Hypoglycemic 4-Amino-2-(1-piperazinyl) pyrimidines investigated by the Adaptive Least-Squares Method
• Pyrimidine Derivatives. VI. Synthesis of 2-(1-Piperazinyl)-5,6-polymethylenepyrimidine Derivatives and Determination of Their Hypoglycemic Activity
• Stereochemical Studies. LIX. Asymmetric Transamination from (S)-α-Amino Acids. Synthesis of optically Active Amines by Chemical Transamination of (S)-α-Amino Acid Esters to Ketones
• SYNTHESIS OF L-TRYPTOPHAN FROM L-GLUTAMIC ACID
• Pyrimidine Derivatives. II. New Synthesis and Reactions of 4-Amino-2-methylthiopyrimidine Derivatives
• Amino Acids and Peptides. XXX. Phosphorus in Organic Synthesis. XVII. Application of Diphenyl Phosphorazidate (DPPA) and Diethyl Phosphorocyanidate (DEPC) to Solid-phase Peptide Synthesis
• Stereoselective Reactions. II. Asymmetric Synthesis of β-Substituted Aldehydes by Michael Reaction using Chiral α, β-Unsaturated Aldimines
• Stereoselective Reactions. I. A highly Efficient Asymmetric Synthesis of β-Substituted Aldehydes via 1,4-Addition of Grignard Reagents to optically Active α, β-Unsaturated Aldimines
• Stereochemical Studies. LIV. A Biogenetic-type Asymmetric Synthesis of optically Active Galanthamine from L-Tyrosine
• Stereochemical Studies. LIII. An Asymmetric Synthesis of (3S 15S 20R)-Yohimbone from L-Tryptophan by 1,3-Transfer of Asymmetry
• Synthesis of Formamidines from Carbodiimides with Sodium Borohydride in Isopropanol
• Amino Acids and Peptides. XXIX. A New Efficient Asymmetric Synthesis of α-Amino Acid Derivatives with Recycle of a Chiral Reagent-Asymmetric Alkylation of a Chiral Schiff Base from Glycine
• Stereochemical Studies. XXIII. Stereochemistry of the Thermal Isocyanide-Cyanide Rearrangement
• Stereochemical Studies. XLVII. Asymmetric Reduction of 2-Alkyl-1,3,4-cyclopentanetriones with Lithium Aluminum Hydride decomposed by optically Active β-Aminoalcohols. Syntheses of optically Active Allethrolone and Prostaglandin E_1
• Stereochemical Studies. XLV. A Novel Regiospecific Ring Opening of optically Active 2-Substituted-1-tosylaziridines
• Stereochemical Studies. XLVI. Studies on the Synthesis of 4-Acetoxy-cyclopentane-1,3-dione Derivatives
• Stereochemical Studies. XLIV. Exploitation of the New Synthetic Scheme for Chiral Additives Usable in Asymmetric Syntheses. Novel Syntheses of optically Active γ-Amino Acids and Pyrrolidines from L-α-Amino Acids
• Stereochemical Studies. XLIII. Novel Reactivity of Organometallic Reagents to 5,5-Ethylenedioxy-2-methyl-2-phenylcyclohexanone
• Stereochemical Studies. XLII. Asymmetric Synthesis of naturally Occurring Podocarpic Acid
• Stereochemical Studies. XLI. Asymmetric Synthesis of optically Active 4a-Methyl-4,4a, 9,10-tetrahydro-2 (3H)-phenanthrone Derivatives, Key Intermediates for Total Syntheses of optically Active Diterpenes and Steroids
• Stereochemical Studies. XL. A Biomimetic Conversion of L-Lysine into optically Active 2-Substituted Piperidines. Syntheses of D- and L-Pipecolic Acid, and (S) (+)-Coniine from L-Lysine
• Stereochemical Studies. XXXIX. A Novel Method for the Preparation of Optically Active Aldehydes. Syntheses of Optically Active (R) (+)-α-Cyclocitral, (S) (+)-Dehydrovomifoliol, and (S) (+)-Abscisic Acid
• Stereochemical Studies. XXXV. A Biogenetic-type Asymmetric Cyclization. Syntheses of optically Active α-Cyclocitral and trans-α-Damascone
• Stereochemical Studies. XXXIV. A Novel Biogenetic-type Cyclization of Citral to α-Cyclocitral via an Enamine
• Stereochemical Studies. XXII. Thermal Rearrangement of S(-)-1-Phenylethyl Isocyanide
• The Chemistry of Diborane and Sodium Borohydride. XI. The Reaction of Isoquinoline Reissert Compounds with Sodium Borohydride
• Chemistry of Diborane and Sodium Borohydride. X. The Reduction of 2-or 4-Substituted Pyridines and Quinolines, and 1-or 3-Substituted Isoquinolines with Sodium Borohydride
• Chemistry of Diborane and Sodium Borohydride. IX. The Reduction of 3-Substituted Pyridines and Quinolines, and 4-Substituted Isoquinolines with Sodium Borohydride
• Chemistry of Diborane and Sodium Borohydride. VII. Reduction of α-Amino Acid Amides with Sodium Borohydride
• Amino Acids and Peptides. VIII. Phosphorus in Organic Synthesis. III. Synthesis of Some Peptides containing Various Kinds of α-Amino Acids using the Adducts of Phosphorus Compounds and Tetrahalomethanes
• Amino Acids and Peptides. VII. Phosphorus in Organic Synthesis. II. A New Method for the Synthesis of Peptides using the Adducts of Phosphorus Compounds and Tetrahalomethanes
• Phosphorus in Organic Synthesis. I. A New Method for the Preparation of Amides, Carbamates, Esters, and Carbonates by the Reaction of Alkylidenephosphoranes with Nitrosonium Ion
• Amino Acids and Peptides. II. A One-Step Synthesis of Atropine and Other Related Alkaloids from dl-Phenylalanine 3α-Tropanyl Ester
• Amino Acids and Peptides. I. Novel Peptide Bond Formation Catalyzed by Metal Ions. I. Formation of Glycine Peptide Esters
• Phosphorus in Organic Synthesis. XVI. Diphenyl Phosphorazidate (DPPA) and Diethyl Phosphorocyanidate (DEPC). Two New Reagents for the Preparation of Thiol Esters from Carboxylic Acids and Thiols
• Amino Acids and Peptides. XXVIII. A New Synthesis of α-Amino Acid Derivatives by Alkylation of Schiff Bases derived from Glycine and Alanine
• Amino Acids and Peptides. XXVII. A Novel Reductive Cleavage of N-C-N Bonds with Sodium Borohydride
• Amino Acids and Peptides. XXIV. Phosphorus in Organic Synthesis. XIII. Application of Diphenyl Phosphorazidate (DPPA) to the Synthesis of the Protected N-Terminal Hexapeptide of Secretin
• Phosphorus in Organic Synthesis. XII. Amino Acids and Peptides. XXII. Reaction of Penicillin Sulfoxides with Diethyl Phosphorocyanidate (DEPC)
• Phosphorus in Organic Synthesis. X. tert-Butyl Carbamate. An Efficient Additive in a Modified Curtius Reaction by Diphenyl Phosphorazidate (DPPA)
• Amino Acids and Peptides. XVIII. A Biogenetic-type, Asymmetric Synthesis of (S)-Reticuline from L-3-(3,4-Dihydroxyphenyl)-alanine by 1,3-Transfer of Asymmetry
• Amino Acids and Peptides. XVII. A Biogenetic-type, Asymmetric Synthesis of (S)-Laudanosine from L-3-(3,4-Dihydroxyphenyl) alanine by 1,3-Transfer of Asymmetry
• Amino Acids and Peptides. XVI. : A New Synthesis of α-Phenylglycine and Its Derivatives
• Amino Acids and Peptides. XV. : A New Synthesis of α-Amino Acids by Amination of α-Metalated Carboxylic Acids
• Amino Acids and Peptides. XIII. A New Approach to the Biogenetictype, Asymmetric Synthesis of Indole and Isoquinoline Alkaloids by 1,3-Transfer of Asymmetry
• Phosphorus in Organic Synthesis. IX. On the Mechanism of Esterification of Malonic Acid Half Esters by Diphenyl Phosphorazidate
• Amino Acids and Peptides. XII. Phosphorus in Organic Synthesis. VIII. Reaction of Malonic Acid Half Esters with Diphenyl Phosphorazidate
• Amino Acids and Peptides. XI. Phosphorus in Organic Synthesis. VI. Application of Diphenyl Phosphorazidate to the Synthesis of Peptides containing Various Functions
• Amino Acids and Peptides. X. Phosphorus in Organic Synthesis. V. On the Mechanism for the Peptide Synthesis by Diphenyl Phosphorazidate
• Amino Acids and Peptides. IX. Phosphorus in Organic Synthesis. IV. Diphenyl Phosphorazidate. A New Convenient Reagent for the Peptide Synthesis
• Stereochemical Studies. XVII. Nitrous Acid Deaminations of (R)-α-Methylphenylalanine and Its Methyl Ester in Acetic Acid
• Stereochemical Studies. XXVII. Total Synthesis of (+)-Mesembrine with Asymmetric Synthesis using Proline Derivative
• Stereochemical Studies. XXVI. Asymmetric Synthesis using Proline Derivatives of optically Active Various 4,4-Disubstituted 2-Cyclohexenones with Enamine Alkylation
• Stereochemical Studies. XXV. The Absolute Configuration and Optical Purity of (+)-4-Methyl-4-phenyl-2-cyclohexenone
• Stereochemical Studies. XXIV. Asymmetric Synthesis of optically Active (+)-4-Methyl-4-phenyl-2-cyclohexenone with Enamine Alkylation using Proline Derivatives
• 18 不斉合成による(+)-Mesembrineの合成
• Preparation of Tyrosol and 4-Methoxyphenethyl Alcohol.
• Amino Acids and Peptides. XX. Reduction of α-Substituted α-Diazo Esters. Convenient Synthesis of α-Hydrazinocarboxylic Acids and Their Derivatives from α-Amino Acids
• Stereochemical Studies. XXXVI. Stereoselective Syntheses of trans- and cis-Cinnamic Acid Esters from the Phenylalanine Derivatives
• Chemistry of Amino Acids. VI. Studies on α-Alkyl-α-amino Acids. X. Unusual Alkyl Migration in the Hofmann Degradation of 5-(2-Dialkylaminoethyl)-5-methylhydantoin Quarternary Ammonium Hydroxide Anhydronium Base
• Studies on Optically Active Amino Acids. XV. Studies on α-Alkyl-α-amino Acids. VIII. Absolute Configuration of Optically Active α-Methylserine and 2-Amino-2-methyl-3-butenoic Acid.
• Stereochemical Studies. XXI. Studies on α-Alkyl-α-amino Acids. XV. Application of Thermal Isocyanide-Cyanide Rearrangement to R-S Conversion of α-Methylphenylalanine
• Chemistry of Diborane and Sodium Borohydride. VI. The Reaction of Amides with Sodium Borohydride
• Chemistry of Sodium Borohydride and Diborane. II. Reduction of Schiff Bases with Diborane in Tetrahydrofuran
• Chemistry of Sodium Borohydride and Diborane.I. Some New-type of Amine Boranes
• Reduction of Acid Amides to Amines with Sodium Borohydride
• Chemistry of Sodium Borohydride and Diborane. V. Reduction of Nitrobenzenes with Sodium Borohydride in Pyridine
• Amino Acids and Peptides. VI. Novel Peptide Bond Formation catalyzed by Metal Ions. IV. Formation of optically Active Amino Acid Amides and Peptide Amides
• Stereochemical Studies. VI. Steric Course of Intramolecular Alkylations using optically Active Amine Derivatives
• Studies on Indole Series.I.Studies on the Synthesis of Optically Active Indole Derivatives
• Studies on Optical Rotatory Dispersion and Circular Dichroism.I.Absolute Configuration of Cyclic α-Amino-ketones and Octant Rule
• Studies on Optically Active Amino Acids.XIII.Racemization of N-Benzoylanilides of Optically Active Proline and Pipecolic Acid
• Studies on Optically Active Amino Acids. XII.Synthesis, Resolution and Racemization of Bicyclic α-Amino-ketones
• Chemistry of Sodium Borohydride and Diborane. III. Synthesis of (+)-Lupinine by Hydroboration Reaction
• Chemistry of Diborane and Sodium Borohydride. VIII. Imidate Formation from Nitriles with Sodium Borohydride
• Ind. -N-Alkylation of Tryptophan and Synthesis of 1-Alkyltryptophan Hydrazides

もっと見る 閉じる

スポンサーリンク