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Development of carbon-carbon bond forming reaction under environmentally benign conditions and its application to combinatorial synthesis

Research Project

Project/Area Number 13557197
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypeSingle-year Grants
Section展開研究
Research Field Chemical pharmacy
Research InstitutionKobe Pharmaceutical University

Principal Investigator

NAITO Takeaki  Kobe Pharmaceutical University, Professor, 薬学部, 教授 (00068339)

Co-Investigator(Kenkyū-buntansha) MIYATA Okiko  Kobe Pharmaceutical University, Associate Professor, 薬学部, 助教授 (90102110)
UEDA Masafumi  Kobe Pharmaceutical University, Assistant Professor, 薬学部, 助手 (00340935)
武田 良文  神戸薬科大学, 薬学部, 講師 (70311678)
Project Period (FY) 2001 – 2003
Project Status Completed (Fiscal Year 2003)
Budget Amount *help
¥11,900,000 (Direct Cost: ¥11,900,000)
Fiscal Year 2003: ¥1,700,000 (Direct Cost: ¥1,700,000)
Fiscal Year 2002: ¥5,100,000 (Direct Cost: ¥5,100,000)
Fiscal Year 2001: ¥5,100,000 (Direct Cost: ¥5,100,000)
Keywordsenvironmentally benign / radical reaction / carbon-carbon bond formation / one-pot / solid-phase reaction / aqueous solvent / Fischer indolization / rearrangement / Fisher Indolization
Research Abstract

1. Carbon-carbon bond formation by radical reaction
The use of water as a solvent has generated considerable interest from both economical and environmental points of view. Employment of a moisture-resistant radical species would eliminate the cumbersome operations involved in conventional ionic reactions. We have developed novel carbon-carbon forming reactions employing radical as a crucial reaction species and aqueous media as solvent. Newly-found radical reactions are proved to be synthetically useful by completing synthesis of several biologically active compounds.
Triethylborane, zinc metal, and indium are selected as a radical initiator. The first ionization potential of indium is as low as that of lithium and sodium but indium is stable in water. Triethylborane-, zinc-, and indium-mediated carbon-carbon bond forming reactions proceeded smoothly even in aqueous media to afford alkyl radical addition products. We also investigated diastereoselective radical addition reaction of chir … More al substrates carrying the Oppolzer's camphorsultam and found that these stereoselective radical reactions are very efficient and highly promising approach to biologically active compounds such as α-amino acids and heterocycles. The radical reactions using three initiators were successfully extended to intramolecular radical addition cyclization reactions. Particularly, indium-mediated intramolecular reaction with alkyl iodide in water provides efficient tandem addition-cyclization-trap reaction.
The solid-phase tandem radical reactions of oxime ethers proceeded effectively under iodine atom-transfer reaction conditions to give the azacydes or chiral oxacycles after cleavage of the resin.
2. Rearrangement reaction under mild conditions
Rearrangement reaction is one of atom-economy reactions. We investigated 1,2-Wittig rearrangement of hydroximates under the basic conditions and found that chiral hydroximate containing phenethyl alcohol moiety on nitrogen of the oxime ether group undertook effective rearrangement to afford hydroxy oxime ether which was successfully converted into (+)-cytoxazone. Based upon our previous work on [3,3]-sigmatropic rearrangement of hydrazones under the acylating conditions, we succeeded in the synthesis of natural indole compounds. Additionally, novel and efficient synthetic method for benzofurans is developed via the route involving sigmatropic rearrangement followed by cyclization under the mild reaction conditions. Less

Report

(4 results)
  • 2003 Annual Research Report   Final Research Report Summary
  • 2002 Annual Research Report
  • 2001 Annual Research Report

Research Products

(58 results)

All 2003 2002 2001 Other

All Journal Article (46 results) Publications (12 results)

  • [Journal Article] Synthesis of Aminocyclohexitol via Carbon-Carbon Bond-Forming Radical Cyclization of Oxime Ether2003

    • Author(s)
      宮部 豪人
    • Journal Title

      Chem.Pharm.Bull. 51

      Pages: 100-103

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Journal Article] Efficient [3,3]-Sigmatropic Rearrangement Accelerated by a Trifluoroacetyl Group : Synthesis of Benzofurans under Mild Conditions2003

    • Author(s)
      宮田 興子
    • Journal Title

      Org.Biomol.Chem. 1

      Pages: 254-256

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Journal Article] Radical Addition to Oxime Ethers for Asymmetric Synthesis of α-Amino Acid Derivatives2003

    • Author(s)
      宮部 豪人
    • Journal Title

      Org.Biomol.Chem. 1

      Pages: 381-390

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Journal Article] Novel Intermolecular Carbon Radical Addition to a Nitrone : Asymmetric Synthesis of α-Amino Acids2003

    • Author(s)
      上田 昌史
    • Journal Title

      Chem.Commun.

      Pages: 426-427

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Journal Article] Carbon-carbon Bond Construction on Solid Support : Triethylborane-induced Radical Reactions of Oxime Ethers2003

    • Author(s)
      宮部 豪人
    • Journal Title

      Tetrahedron 59

      Pages: 1901-1907

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Journal Article] A Convenient Route to the Furopyran Core of Dysiherbaine2003

    • Author(s)
      宮田 興子
    • Journal Title

      Org.Biomol.Chem. 1

      Pages: 772-774

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Journal Article] Diastereoselective Solid-Phase Radical Addition to Oxime Ether Anchored to Polymer Support2003

    • Author(s)
      宮部 豪人
    • Journal Title

      Chem.Pharm.Bull. 51

      Pages: 540-544

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Journal Article] Tandem Carbon-Carbon Bond-Forming Radical Addition-Cyclization Reaction off Oxime Ether and Hydrazone2003

    • Author(s)
      宮部 豪人
    • Journal Title

      J.Org.Chem. 68

      Pages: 5618-5626

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Journal Article] Zinc-mediated radical reaction of glycoxylic oxime ether and hydrazone in aqueous media : asymmetric synthesis of α-amino acids2003

    • Author(s)
      上田 昌史
    • Journal Title

      Tetrahedron : Asymmetry 14

      Pages: 2857-2859

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Journal Article] Radical cyclization in heterocycle synthesis. Part 14. A simple and effective preparation of cyclic oxime ethers by photochemical radical addition-cyclization of acyclic oxyme ethers2003

    • Author(s)
      宮田 興子
    • Journal Title

      ARKIVOC 8

      Pages: 220-231

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Journal Article] Indium-Mediated Tandem Radical Addition-Cyclization-Trap Reactions in Aqueous Media2003

    • Author(s)
      上田 昌史
    • Journal Title

      Org.Lett. 5

      Pages: 3835-3838

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Journal Article] オキシムエーテル類の簡便なラジカル反応2003

    • Author(s)
      内藤 猛章
    • Journal Title

      ファインケミカル、特集号 32

      Pages: 34-43

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Journal Article] Synthesis of Aminocyclohexitol via Carbon-Carbon Bond-Forming Radical Cyclization of Oxime Ether.2003

    • Author(s)
      Hideto Miyabe, Akiyoshi Nishiki, Takeaki Naito
    • Journal Title

      Chem.Pharm.Bull. 51

      Pages: 100-103

    • NAID

      110003615166

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Journal Article] Efficient [3,3]-Sigmatropic Rearrangement Accelerated by a Trifluoroacetyl Group : Synthesis of Benzofurans under Mild Conditions.2003

    • Author(s)
      Okiko Miyata, Norihiko Takeda, Yoshiaki Morikami, Takeaki Naito
    • Journal Title

      Org.Biomol.Chem. 1

      Pages: 254-256

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Journal Article] Radical Addition to Oxime Ethers for Asymmetric Synthesis of α-Amino Acid Derivatives.2003

    • Author(s)
      Hideto Miyabe, Kayoko Fujii, Takeaki Naito
    • Journal Title

      Org.Biomol.Chem. 1

      Pages: 381-390

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Journal Article] Novel Intermolecular Carbon Radical Addition to a Nitrone : Asymmetric Synthesis of α-Amino Acids.2003

    • Author(s)
      Masafumi Ueda, Hideto Miyabe, Masako Teramachi, Okiko Miyata, Takeaki Naito
    • Journal Title

      Chem.Commun.

      Pages: 426-427

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Journal Article] Carbon-carbon Bond Construction on Solid Support : Triethylborane-induced Radical Reactions of Oxime Ethers2003

    • Author(s)
      Hideto Miyabe, Azusa Nishimura, Yumi Fujishima, Takeaki Naito
    • Journal Title

      Tetrahedron 59

      Pages: 1901-1907

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Journal Article] A Convenient Route to the Furopyran Core of Dysiherbaine.2003

    • Author(s)
      Okiko Miyata, Ryuichi Iba, Jun Hashimoto, Takeaki Naito
    • Journal Title

      Org.Biomol.Chem. 1

      Pages: 772-774

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Journal Article] Diastereoselective Solid-Phase Radical Addition to Oxime Ether Anchored to Polymer Support.2003

    • Author(s)
      Hideto Miyabe, Chihiro Konishi, Takeaki Naito
    • Journal Title

      Chem.Pharm.Bull. 51

      Pages: 540-544

    • NAID

      110003615345

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Journal Article] Tandem Carbon-Carbon Bond-Forming Radical Addition-Cyclization Reaction of Oxime Ether and Hydrazone.2003

    • Author(s)
      Hideto Miyabe, Masafumi Ueda, Kayoko Fujii, Azusa Nishimura, Takeaki Naito
    • Journal Title

      J.Org.Chem. 68

      Pages: 5618-5626

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Journal Article] Zinc-mediated radical reaction of glyoxylic oxime ether and hydrazone in aqueous media : asymmetric synthesis of α-amino acids2003

    • Author(s)
      Masafumi Ueda, Hideto Miyabe, Azusa Nishimura, Hisako Sugino, Takeaki Naito
    • Journal Title

      Tetrahedron : Asymmetry 14

      Pages: 2857-2859

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Journal Article] Radical cyclization in heterocycle synthesis. Part 14. A simple and effective preparation of cyclic oxime ethers by photochemical radical addition-cyclization of acyclic oxime ethers.2003

    • Author(s)
      Okiko Miyata, Rina Yamanaka, Masafumi Ueda, Takeaki Naito
    • Journal Title

      ARKIVOC (VIII)

      Pages: 220-231

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Journal Article] Indium-Mediated Tandem Radical Addition-Cyclization-Trap Reactions in Aqueous Media.2003

    • Author(s)
      Masafumi Ueda, Hideto Miyabe, Azusa Nishimura, Okiko Miyata, Yoshiji Takemoto, Takeaki Naito
    • Journal Title

      Org.Lett. 5

      Pages: 3835-3838

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Journal Article] オキシムエーテル類の簡便なラジカル反応2003

    • Author(s)
      内藤猛章, 宮部豪人
    • Journal Title

      ファインケミカル、特集号 32(8)

      Pages: 34-43

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Journal Article] Indium-Mediated Intermolecular Alkyl Radical Addition to Electron-Deficient C=N Bond and C=C Bond in Water2002

    • Author(s)
      宮部 豪人
    • Journal Title

      Org.Lett. 4

      Pages: 131-134

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Journal Article] BF_3-promoted Hydrostannation of N-Heteroatom-substituted Imines for the Reduction of C=N Bond2002

    • Author(s)
      上田 昌史
    • Journal Title

      Tetrahedron Lett. 43

      Pages: 4369-4371

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Journal Article] Synthesis of 2,4-Disubsituted Indoles via Thermal Cyclization of N-Trifluoroacetyl Enehydrazines2002

    • Author(s)
      宮田 興子
    • Journal Title

      Heterocycles 57

      Pages: 1101-1107

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Journal Article] Radical Cyclization in Heterocycle Synthesis. Part 13 : Sulfanyl Radical Addition-Cyclization of Oxime Ethers and Hydrazones Connected with Alkenes for Synthesis of Cyclic β-Amino Acids2002

    • Author(s)
      宮田 興子
    • Journal Title

      Tetrahedron 58

      Pages: 4459-4479

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Journal Article] Asymmetric Synthesis of α-Amino Acids : Indium-mediated Reactions of Glyoxylic Oxime Ether in Aqueous Media2002

    • Author(s)
      宮部 豪人
    • Journal Title

      Chem.Common.

      Pages: 1454-1455

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Journal Article] オキシムエーテル類の固相ラジカル反応2002

    • Author(s)
      宮部 豪人
    • Journal Title

      有合化 60

      Pages: 484-485

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Journal Article] Heterocycle Synthesis via Radical Addition-Cyclization of Oxime Ethers2002

    • Author(s)
      宮部 豪人
    • Journal Title

      J.Synth.Org.Chem.(有機合成化学協会誌,Special Issue in English) 60

      Pages: 1087-1094

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Journal Article] Indium-Mediated Intermolecular Alkyl Radical Addition to Electron-Deficient C=N Bond and C=C Bond in Water.2002

    • Author(s)
      Hideto Miyabe, Masafumi Ueda, Azusa Nishimura, Takeaki Naito
    • Journal Title

      Org.Lett. 4

      Pages: 131-134

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Journal Article] BF_3-promoted Hydrostannation of N-Heteroatom-substituted Imines for the Reduction of C=N Bond.2002

    • Author(s)
      Masafumi Ueda, Hideto Miyabe, Megumi Namba, Toshiki Nakabayashi, Takeaki Naito
    • Journal Title

      Tetrahedron Lett. 43

      Pages: 4369-4371

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Journal Article] Synthesis of 2,4-Disubstituted Indoles via Thermal Cyclization of N-Trifluoroacetyl Enehydrazines2002

    • Author(s)
      Okiko Miyata, Norihiko Takeda, Takeaki Naito
    • Journal Title

      Heterocycles 57

      Pages: 1101-1107

    • NAID

      40005327401

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Journal Article] Radical Cyclization in Heterocycle Synthesis. Part 13 : Sulfanyl Radical Addition-Cyclization of Oxime Ethers and Hydrazones Connected with Alkenes for Synthesis of Cyclic β-Amino Acids.2002

    • Author(s)
      Okiko Miyata, Kanami Muroya, Tomoko Kobayashi, Rina Yamanaka, Seiko Kajisa, Junko Koide, Takeaki Naito
    • Journal Title

      Tetrahedron 58

      Pages: 4459-4479

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Journal Article] Asymmetric Synthesis of α-Amino Acids : Indium-mediated Reactions of Glyoxylic Oxime Ether in Aqueous Media.2002

    • Author(s)
      Hideto Miyabe, Azusa Nishimura, Masafumi Ueda, Takeaki Naito
    • Journal Title

      Chem.Commun.

      Pages: 1454-1455

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Journal Article] オキシムエーテル類の固相ラジカル反応2002

    • Author(s)
      宮部豪人, 内藤猛章
    • Journal Title

      有合化 60

      Pages: 484-485

    • NAID

      10012592527

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Journal Article] Heterocycle Synthesis via Radical Addition Cyclization of Oxime Ethers2002

    • Author(s)
      Hideto Miyabe, Okiko Miyata, Takeaki Naito
    • Journal Title

      J.Synth.Org.Chem., (有機合成化学協会誌, Special Issue in English) 60

      Pages: 1087-1094

    • NAID

      10012595076

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Journal Article] Solid-Phase Tandem Radical Addition-Cyclisation REaction of Oxime Ethers2001

    • Author(s)
      宮部 豪人
    • Journal Title

      Chem.Commun.

      Pages: 831-832

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Journal Article] One-Pot Synthesis of Indoles from Ketones and Hydrazines under Mild Reaction Conditions2001

    • Author(s)
      宮田 興子
    • Journal Title

      Synthesis

      Pages: 1635-1638

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Journal Article] イミン類をラジカル受容体とした反応の開発とその立体制御2001

    • Author(s)
      宮部 豪人
    • Journal Title

      有合化 59

      Pages: 33-39

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Journal Article] Sulfanyl Radical Addition-Cyclization and Its Synthetic Application.2001

    • Author(s)
      宮田 興子
    • Journal Title

      C.R.Acad.Sci.,Ser.IIC : Chim 4

      Pages: 401-421

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Journal Article] Solid-Phase Tandem Radical Addition-Cyclisation Reaction of Oxime Ethers.2001

    • Author(s)
      Hideto Miyabe, Kayoko Fujii, Hirotaka Tanaka, Takeaki Naito
    • Journal Title

      Chem.Commun.

      Pages: 831-832

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Journal Article] One-Pot Synthesis of Indoles from Ketones and Hydrazines under Mild Reaction Conditions.2001

    • Author(s)
      Okiko Miyata, Yasuo Kimura, Takeaki Naito
    • Journal Title

      Synthesis

      Pages: 1635-1638

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Journal Article] イミン類をラジカル受容体とした反応の開発とその立体制御2001

    • Author(s)
      宮部豪人, 内藤猛章
    • Journal Title

      有合化 59

      Pages: 33-39

    • NAID

      10012766942

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Journal Article] Sulfanyl Radical Addition-Cyclization and Its Synthetic Application.2001

    • Author(s)
      Okiko Miyata, Takeaki Naito
    • Journal Title

      C.R.Acad.Sci., Ser.IIc : Chim. 4

      Pages: 401-421

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] 上田 昌史: "Indium-mediated tandem radical addition-cyclization-trap reactions in aqueous media"Org.Lett.. 5・21. 3835-3838 (2003)

    • Related Report
      2003 Annual Research Report
  • [Publications] 宮部 豪人: "Asymmetric synthesis of α-amino acids : indium-mediated reactions of glyoxalin oxime ether in aqueous media"Chem.Commun.. 1454-1455 (2002)

    • Related Report
      2003 Annual Research Report
  • [Publications] 宮部 豪人: "Tandem-carbon-carbon bond-forming radical addition-cyclization reaction of oxime ether and hydrazone"J.Org.Chem.. 68・14. 5618-5626 (2003)

    • Related Report
      2003 Annual Research Report
  • [Publications] 宮部 豪人: "Radical addition to oxime ethers for asymmetric synthesis of β-amino acid derivatives"Org.Biomol.Chem.. 1. 381-390 (2003)

    • Related Report
      2003 Annual Research Report
  • [Publications] 宮部 豪人: "Solid-phase tandem radical addition-cyclisation reaction of oxime ethers"Chem. Commun.. 831-832 (2001)

    • Related Report
      2002 Annual Research Report
  • [Publications] 宮田 興子: "One-pot synthesis of indoles from ketones and hydrazines under mild reaction conditions"Synthesis. 1635-1638 (2001)

    • Related Report
      2002 Annual Research Report
  • [Publications] 宮田 興子: "Synthesis of 2,4-disubstituted indoles via thermal cyclization of N-trifluoroacetyl enehydrazines"Heterocycles. 57(6). 1101-1107 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] 宮部豪人: "Free-Radical Reaction of Imine Derivatives in Water"J. Org. Chem.. 65(16). 5043-5047 (2000)

    • Related Report
      2001 Annual Research Report
  • [Publications] 宮部豪人: "Reactions of Alkyl Radicals with Oxime Ether : One-Pot Synthesis of α-Amino Acids"Tetrahedron. 56. 2413-2420 (2000)

    • Related Report
      2001 Annual Research Report
  • [Publications] 宮部豪人: "Asymmetric Synthesis of α-Amino Acids Based on Carbon Radical Addition to Glyoxylic Oxime Ether"J. Org. Chem.. 65(1). 176-185 (2000)

    • Related Report
      2001 Annual Research Report
  • [Publications] 宮部豪人: "Stereocontrol in Solid-Phase Radical Reactions : Radical Addition to Oxime Ether Anchored to Polymer Support"Organic Lett.. 2(10). 1443-1445 (2000)

    • Related Report
      2001 Annual Research Report
  • [Publications] 宮田興子: "Unambiguous Characterisation of Dienylimines as Intermediates in Fischer Indolisation of o-Substituted N-Trifluoroacetyl Enehydrazines"Chem. Commun.. 2429-2430 (1999)

    • Related Report
      2001 Annual Research Report

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Published: 2001-03-31   Modified: 2016-04-21  

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