Iron(III)Picolinate-Catalyzed Oxygenation of Cholesteryl Acetate with Hydrogen Peroxide or Peracetic Acid

スポンサーリンク

概要

• 論文の詳細を見る

• The reaction of cholesteryl acetate 1 with a Fe^<III>(PA; picolinate)_3/H_2O_2/MeCN system (reagent system A), a simple model system for mono-oxygenases, gave mainly the 7α-hydroxylation product 2a, along with 7-ketonization product 3 and the 5,6-epoxidation product 4. On the other hand, reaction of 1 using a Fe(PA)_3/peracetic acid (AcOOH)/MeCN system (reagent system C) or a Fe^<III>(ClO_4)_3・9H_2O-picolinic acid(PAH)-pyridine(Py)/AcOOH/MeCN system (reagent system F), provided 4 predominantly without formation of 2a. The former reaction may proceed via the dimeric Fe^<III>-Fe^V manifold complex, (PAH)(PA)_2Fe^<III>-O-O-Fe^V=O(PA)_2 (VII) as a hypothetically active species and a nonradical pathway, and the latter may proceed through monomeric iron complexes, [(PAH)(PA)_2Fe^V=O]^+ (IX) and [(PAH)(PA)_2Fe^V(OH)(OOH)]^+ (X).

• 公益社団法人日本薬学会の論文
• 1999-01-15

著者

• Miyamoto Akiko

  Showa College Of Pharmaceutical Sciences

• Inoue Noriko

  Graduate School Of Pharmaceutical Sciences The University Of Tokyo

• TAKEYA Tetsuya

  Showa College of Pharmaceutical Sciences

• KOTANI Eiichi

  Showa Pharmaceutical University

• Takeya T

  Showa Pharmaceutical University

• Inoue Natsu

  Graduate School Of Pharmaceutical Sciences The University Of Tokyo

• Kotani E

  Showa Pharmaceutical University

• Kotani Eiichi

  Showa College Of Pharmaceutical Sciences

• Egawa H

  Showa College Of Pharmaceutical Sciences

• Chuma T

  Showa Pharmaceutical Univ. Tokyo Jpn

• EGAWA Hirotaka

  Showa College of Pharmaceutical Sciences

• INOUE Natsu

  Showa College of Pharmaceutical Sciences

• CHUMA Toichiro

  Showa College of Pharmaceutical Sciences

関連論文

• Retinoidal Pyrimidinecarboxylic Acids. Unexpected Diaza-Substituent Effects in Retinobenzoic Acids
• Thiazolidinediones with Thyroid Hormone Receptor Agonistic Activity
• Regioselective Displacement Reactions of 1-Cyclopropyl-5,6,7,8-tetrafluoro-4(1H)-oxoquinoline-3-carboxylic Acid with Amine Nucleophiles
• Improved Preparation of Sulfur Substituted 3-Vinylpyrrole and Its Application to the Syntheses of Chuangxinmycin Derivatives
• A General Synthesis of (±)-Dibenzocyclooctadiene Lignans
• Synthesis of Granulatimide Positional Analogues
• Total Synthesis of (±)-Plumbazeylanone, A Naphthoquinone Trimer from Plumbago zeylanica
• Total Synthesis of (±)-Plumbazeylanone
• Iron(III) Picolinate-Catalyzed Oxidative Demethylation of N, N-Dimethylaniline with Hydrogen Peroxide in the Presence of Acetic Anhydride
• STEREOSELECTIVE 7α-HYDROXYLATION OF 3β-ACETOXY-Δ^5-STEROIDS BY Fe(PA)_3/H_2O_2/MeCN
• Utility of Weitz' Aminium Salt for Obtaining Quinones as Potential Synthetic Precursors of Quassinoids
• Iron(III)Picolinate-Catalyzed Oxygenation of Cholesteryl Acetate with Hydrogen Peroxide or Peracetic Acid
• Selective Allylic Hydroxylation of Octahydronaphthalene Derivatives with a Bridgehead Double Bond Using Electrochemical Method with Iron Picolinate Complexes
• Reactions of 1-Naphthols with π-Acceptor p-Benzoquinones : Oxidative Aryl Coupling vs. Non-Oxidative Electrophilic Arylation
• A New Electrochemical System for Stereoselective Allylic Hydroxylation of Cholesteryl Acetate with Dioxygen Induced by Iron Picolinate Complexes
• Iron(III)Picolinate-Induced Oxygenation and Subsequent Rearrangement of Triterpenoid Derivatives with Hydrogen Peroxide
• Oxygenation Reaction of Methyl Valproate with A Mono-oxygenase Model Reagent : Implication for Stereochemical Identification of the Mammalian Metabolites of Valproic Acid
• PD46 BIOMIMETIC OXYGENATION OF d-CAMPHOR WITH AN ENZYME MODEL FOR MONO-OXYGENASE Fe(MeCN)^_6-H_2O_2-Ac_2O
• New Synthetic Route to Granulatimide and Its Structural Analogues
• PRACTICAL SYNTHESIS AND PHARMACOLOGY OF d, 1-DIBENZOCYCLOOCTADIENE LIGNANS
• A New Synthesis of Podophyllum Lignans by Weitz' Aminium Salt-induced Free Radical Cycloaddition Reaction of a Doubly Unsaturated Ester
• Reactions of Lignan Precursors, Cinnamyl Alcohols and Cinnamic Acids, with Weitz' Aminium Salt
• Synthesis of (±)-Dibenzocyclooctadiene Lignans, (±)-Schizandrin, (±)-Gomisin A and Their Stereoisomers, Utilizing the Samarium-Grignard Reaction

もっと見る 閉じる

スポンサーリンク