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Catalytic Asymmetric Total Synthesis of Several Biologically Active Natural Products

Research Project

Project/Area Number 10470462
Research Category

Grant-in-Aid for Scientific Research (B).

Allocation TypeSingle-year Grants
Section一般
Research Field Chemical pharmacy
Research InstitutionThe University of Tokyo

Principal Investigator

SHIBASAKI Masakatsu  Grad.School of Pharmaceutical Science, The University of Tokyo professor, 大学院・薬学系研究科, 教授 (30112767)

Co-Investigator(Kenkyū-buntansha) OHSHIMA Takashi  Grad.School of Pharmaceutical Science, The University of Tokyo associate Professor, 大学院・薬学系研究科, 助手 (10313123)
KANAI Motomu  Grad.School of Pharmaceutical Science, The University of Tokyo lecturer, 大学院・薬学系研究科, 講師 (20243264)
魚津 公一郎  東京大学, 大学院・薬学系研究科, 助手 (10282609)
飯田 剛彦  東京大学, 大学院・薬学系研究科, 助手 (40292958)
Project Period (FY) 1998 – 2000
Project Status Completed (Fiscal Year 2000)
Budget Amount *help
¥10,600,000 (Direct Cost: ¥10,600,000)
Fiscal Year 2000: ¥3,400,000 (Direct Cost: ¥3,400,000)
Fiscal Year 1999: ¥3,400,000 (Direct Cost: ¥3,400,000)
Fiscal Year 1998: ¥3,800,000 (Direct Cost: ¥3,800,000)
Keywordsbiologically active compound / strychinine / phorbol / wortmannin / catalytic enantioselective total synthesis / Michael reaction / catalytic kinetic resolution / intramolecular Heck reaction / 多機能不斉触媒 / エポシロン / ジヒドロアクアマイシン / 触媒的不斉シアノシリル化反応 / 直接的触媒的不斉アルドール反応 / 触媒的分割 / ALB / マイケル反応 / ツビホリジン / 触媒的不斉ヘック反応 / 触媒的不斉分子内シクロプロパン化反応
Research Abstract

The project involves a development of new catalytic enantioselective reactions, and their application to a catalytic asymmetric synthesis of biologically active natural products, such as strychnine, wortmannin and phorbol ester. Using the catalytic enantioselective Michael reaction by heterobimetallic complexes, such as ALB or La-linked BINOL, a practical synthetic route for the intermediate of strychynine was established. Using a kinetic resolution by an enantioselective intramolecular Heck reaction, a synthetic intermediate of wortmannin was developed. Further investigations toward the total synthesis of these biologically important compounds are currently ongoing.

Report

(4 results)
  • 2000 Annual Research Report   Final Research Report Summary
  • 1999 Annual Research Report
  • 1998 Annual Research Report
  • Research Products

    (71 results)

All Other

All Publications (71 results)

  • [Publications] I.Sakurada,S.Yamasaki,R.Gottlich,T.Iida,M.Kanai,and M.Shibasaki: "Direct Chlorohydrin and Acetoxy Alcohol Synthesis from Olefins Promoted by a Lewis Acid, Bis (trimethylsilyl) Peroxide and (CH3) 3SiX"J.Am.Chem.Soc.. 122. 1245-1246 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Sakurada,S.Yamasaki,M.Kanai and M.Shibasaki: "Dichlorotin Oxide-catalyzed New Direct Functionalization of Olefins : Synthesis of trans β-Azidohydrins and 1,2-Diols"Tetrahedron Lett.. 41. 2415-2418 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] M.Takamura,K.Funabashi,M.Kanai,and M.Shibasaki: "Asymmetric Reissert-type Reaction Promoted by Bifunctional Catalyst"J.Am.Chem.Soc. 122. 6327-6328 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Y.Hamashima,M.Kanai,and M.Shibasaki: "Catalytic Enantioselective Cyanosilylation of Ketones"J.Am.Chem.Soc. 122. 7412-7413 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Y.S.Kim,S.Matsunaga,J.Das,A.Sekine,T.Ohshima,and M.Shibasaki: "Stable, Storable and Reusable Asymmetric Catalyst : a Novel La-linked-BINOL Complex for Catalytic Asymmetric Michael Reaction"J.Am.Chem.Soc. 122. 6506-6507 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] T.Nemoto,T.Ohshima and M.Shibasaki: "Enantioselective Total Syntheses of Novel PKC Activator (+)-Decursin and Its Derivatives Using Catalytic Asymmetric Epoxidation of an Enone"Tetrahedron Lett.. 41. 9569-9574 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] I.Sakurada, S.Yamasaki, R.Gottlich, T.Iida, M.Kanai, and M.Shibasaki: "Direct Chlorohydrin and Acetoxy Alcohol Synthesis from Olefins Promoted by a Lewis Acid, Bis (trimethylsilyl) Peroxide and (CH3) 3SiX"J.Am.Chem.Soc.. 122. 1245-1246 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] D.Sawada and M.Shibasaki: "Enantioselective Total Synthesis of Epothilone A Using Multifunctional Asymmetric Catalysis"Angew.Chem.Int.Ed.. 39. 209-213 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] S.Matsunaga, J.Das, J.Roels, E..M.Vogl, N.Yamamoto, T.Iida, K.Yamaguchi, and M.Shibasaki: "Catalytic Enantioselective meso-Epoxide Ring Opening Reaction with Phenolic Oxygen Nucleophile Promoted by Gallium Heterobimetallic Multifunctional Complexes"J.Am.Chem.Soc.. 122. 2252-2260 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] I,Sakurada, S.Yamasaki, M.Kanai and M.Shibasaki: "Dichlorotin Oxide-catalyzed New Direct Functionalization of Olefins : Synthesis of trans β-Azidohydrins and 1,2-Diols"Tetrahedron Lett.. 41. 2415-2418 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] M.Kanai, Y.Hamashima and M.Shibasaki: "Design of a New Bifunctional Asymmetric Catalyst from Carbohydrates : Application to Catalytic Asymmetric Cyanosilylation of Aldehydes and Acetophenone"Tetrahedron Lett.. 41. 2405-2409 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] M.Takamura, Y.Hamashima, H.Usuda, M.Kanai, and M.Shibasaki: "A Catalytic Asymmetric Strecker-Type Reaction : Interesting Reactivity Difference between TMSCN and HCN"Angew.Chem.Int.Ed.. 39. 1650-1652 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Y.S.Kim, S.Matsunaga, J.Das, A.Sekine, T.Ohshima, and M.Shibasaki: "Stable, Storable and Reusable Asymmetric Catalyst : a Novel La-linked-BINOL Complex for Catalytic Asymmetric Michael Reaction"J.Am.Chem.Soc.. 122. 6506-6507 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] K.Ohori, S.Shimizu, T.Ohshima, and M.Shibasaki: "Catalytic Asymmetric Synthesis of 19,20-Dihydroakuammicine"Chirality. 12. 401-403 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] M.Takamura, K.Funabashi, M.Kanai, and M.Shibasaki: "Asymmetric Reissert-type Reaction Promoted by Bifunctional Catalyst"J.Am.Chem.Soc.. 122. 6327-6328 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] I.Schlemminger, Y.Saida, H.Groger, W.Maison, N.Durot, H.Sasai, M.Shibasaki, and J.Martens: "Concept of Improved Rigidity : How to Make Enantioselective Hydrophosphonylation of Cyclic Imines Catalyzed by Chiral Heterobimetallic Lanthanoid Complexes almost Perfect"J.Org.Chem.. 65. 4818-4825 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Y.Hamashima, M.Kanai, and M.Shibasaki: "Catalytic Enantioselective Cyanosilylation of Ketones"J.Am.Chem.Soc.. 122. 7412-7413 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Y.Hamashima, D.Sawada, H.Nogami, M.Kanai, and M.Shibasaki: "Highly Enantioselective Cyanosilylation of Aldehydes Catalyzed by a Lewis Acid-Lewis Base Bifunctional Catalyst"Tetrahedron. 57. 805-814 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] D.Sawada, M.Kanai and M.Shibasaki: "Enantioselective Total Synthesis of Epothilone A and B Using Multifunctional Asymmetric Catalysei"J.Am.Chem.Soc.. 122. 10521-10532 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] M.Takamura, Y.Hamashima, H.Usuda, M.Kanai, and M.Shibasaki: "A Catalytic Asymmetric Strecker-Type Reaction Promoted by Lewis Acid-Lewis Base Bifunctional Catalyst"Chem.Pharm.Bull.. 48. 1586-1592 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] S.Matsunaga, T.Ohshima and M.Shibasaki: "Immobilization of asymmetric multifunctional catalysts on an insoluble polymer"Tetrahedron Lett.. 41. 8473-8478 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] T.Nemoto, T.Ohshima and M.Shibasaki: "Enantioselective Total Syntheses of Novel PKC Activator (+)-Decursin and Its Derivatives Using Catalytic Asymmetric Epoxidation of an Enone"Tetrahedron Lett.. 41. 9569-9574 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] H.Nogami, S.Matsunaga, M.Kanai and M.Shibasaki: "Enantioselective Strecker-type reaction promoted by polymer-supported bifunctional catalyst"Tetrahedron Lett.. 42. 279-283 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Y.Hamashima, M.Kanai and M.Shibasaki: "Catalytic enantioselective cyanosilylation of ketones : improvement of enantioselectivity and catalyst turn-over by ligand tuning"Tetrahedron Lett.. 42. 771-779 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] I.Sakurada,S.Yamasaki,R.Gottlich,T.Iida,M.Kanai,and M.Shibasaki: "Direct Chlorohydrin and Acetoxy Alcohol Synthesis from Olefins Promoted by a Lewis Acid, Bis (trimethylsilyl) Peroxide and (CH3)3SiX"J.Am.Chem.Soc.. 122. 1245-1246 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] Sakurada,S.Yamasaki,M.Kanai and M. Shibasaki: "Dichlorotin Oxide-catalyzed New Direct Functionalization of Olefins : Synthesis of trans β-Azidohydrins and 1,2-Diols"Tetrahedron Lett.. 41. 2415-2418 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] M.Takamura,K.Funabashi,M.Kanai,and M.Shibasaki: "Asymmetric Reissert-type Reaction Promoted by Bifunctional Catalyst"J.Am.Chem.Soc. 122. 6327-6328 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] Y.Hamashima,M.Kanai,and M.Shibasaki: "Catalytic Enantioselective Cyanosilylation of Ketones"J.Am.Chem.Soc. 122. 7412-7413 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] Y.S.Kim,S.Matsunaga,J.Das,A.Sekine,T.Ohshima,and M.Shibasaki: "Stable, Storable and Reusable Asymmetric Catalyst : a Novel La-linked-BINOL Complex for Catalytic Asymmetric Michael Reaction"J.Am.Chem.Soc. 122. 6506-6507 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] T.Nemoto,T.Ohshima and M.Shibasaki: "Enantioselective Total Syntheses of Novel PKC Activator (+)-Decursin and Its Derivatives Using Catalytic Asymmetric Epoxidation of an Enone"Tetrahedron Lett.. 41. 9569-9574 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] K.Yamakoshi,S.Harwood,M.Kanai and M.Shibasaki: "Catalytic Asymmetic Addition of Diphenyphosphine Oxide to Cyclic Imines"Tetrahedron Lett. 40. 2565-2568 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] Y.Hamashima,D.Sawada,M.Kanai and M.Shibasaki: "A new Bifunctional Asymmetic Catalysis : An Efficient Catalytic Asymmetric Cyanosilylation of Aldehydes"J.Am.Chem.Soc.. 121. 2641-2642 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] N.Yoshikawa,Y.M.A.Yamada,J.Das,H.Sakai and M.Shibasaki: "Direct Catalytic Asymmetric Aldol Reaction"J.Am.Chem.Soc.. 121. 4168-4178 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] H.Sato,Y.S.Kim and M.Shibasaki: "A Catalytic Asymmetric Synthesis of a Versatile Intermediate for Phorbol Derivatives"Tetrahedron Lett.. 40. 2973-2976 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] M.Shibasaki and E.M.Vogl: "The palladium-catalysed arylation and vinylation of alkenes-enantioselective fashion"J.Organometallic Chemistry. 576. 1-15 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] M.Knai,Y.Hamashima and M.Shibasaki: "Design and Development of Lewis acid-Lewis base Bifunctional Asymmetric Catalyst"Pharmacia. 35. 690-694 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] E.Emori,T.Iieda,and M.Shibasaki: "Catalytic Kinetic Resolution Reaction of (±)-5-Methylbicyclo [3.3.0]-oct-1-ene-3,6-dione"J.Org.Chem.. 64. 5318-5320 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] S.Yamasaki,T.Iida and M.shibasaki: "Direct Catalytic Asmmetric Mannich Reaction of Unmodified Ketons : Cooperative Catalysis of an AILibis(bibapthoxide) Complex and La(OTf)_3・H_2O"Tetrahedron. 55. 8857-8867 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] E.M.Vogl,H.Groger and M.shibasaki: "Towards Perfect Asymmetic Catalysis : Addictives and Cocatalysts"Angew.Chem.Int.Ed.. 38. 1570-1577 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] F.Miyazaki,K.Ymaguchi and M.Shibasaki: "The synthesis of a new palladacycle catalyst.Development of a high performance catalyst for Heck reactions"Tetrahedron Lett.. 40. 7379-7383 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] K.Yamada,S.J.Harwood、H.groger,and M.Shibasaki: "The First Catalytic Asymmetric Nitro-Mannich-type Reaction Promoted by a New Heterobimetallic Complex"Angew.Chem.Int.Ed.. 38. 3504-3506 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] M.Shibasaki: "Multifunctional Asymmetric Catalysis"CHEMTRACTS-ORGANIC CHEMISTRY. 12. 978-988 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] M.Shibasaki: "Phorbols : Chemical Synthesis and Chemical Biology"YAKUGAKU ZASSHI. 120. 76-90 (2000)

    • Related Report
      1999 Annual Research Report
  • [Publications] A.Sekina,N.Kumagai,K.Uotsu,T.Ohshima and M.Shibasaki: "An Efficient Method for the Synthesis of Versatile Intermediates Leading to 13-Deoxy- and 9,13-Dideoxyphorbols"Tetrahedron Lett.. 41. 509-513 (2000)

    • Related Report
      1999 Annual Research Report
  • [Publications] T.Arai, H.Sasai, K.Yamaguchi and M.Shibasaki: "Regioselective Catalytic Asymmetric Reaction of Horner-Wadsworth-Emmons Reagents with Enones:The Odyssey of Chiral Aluminum Catalysts" J.Am.Chem.Soc.120. 441-442 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] M.Sodeoka, M.A.Arai, K.Adachi, K.Uotsu and M.Shibasaki: "Rational Design, Synthesis, and Evaluation of a New Type of PKC Inhibitor" J.Am.Chem.Soc.120. 457-458 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] S.Y.Cho and M.Shibasaki: "Synthesis and Evaluation of a New Chiral Ligand:2-diphenylarsino-2'-diphenylphosphino-1, 1'-binaphthyl(BINAPAs)" Tetrahedron Lett.39. 1773-1776 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] A.Kojima, T.Takemoto, M.Sodeoka and M.Shibasaki: "Catalytic Asymmetric Synthesis of Halenaquinone and Halenaquinol" Synthesis. 581-589 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] H.Groger, Y.Saida, H.Sasai, K.Yamaguchi, J.Martens and M.Shibasaki: "A New and Highly Efficient Asymmetric Route to Cyclic α-Amino Phosphonates:The First Catalytic Enantioselective Hydrophosphonylation of Cyclic Imines Catalyzed by Chiral Heterobimetallic Lanthanoid" J.Am.Chem.Soc.120. 3089-3103 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] E.Emori, T.Arai, H.Sasai and M.Shibasaki: "A Catalytic Michael Addition of Thiois to α, β-Unsaturated Carbonyl Compounds:Asymmetric Protonations" J.Am.Chem.Soc.120. 4043-4044 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] M.Shibasaki、 T.Iida Y.M.A.Yamada: "Development of Multifunctional Asymmetric Gatalysts and Their Application to Practical Organic-Synthesis" 有機合成化学協会誌. 56. 344-356 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] T.Morita, T.Arai, H.Sasai and M.Shibasaki: "Utilization of heterobimetallic complexes as Lewis acids" Tetrahedron:Asymmetry. 9. 1445-1450 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] M.Sodeoka and M.Shibasaki: "Asymmetric synthesis using palladium catalysts" Pure & Appl.Chem.70. 411-414 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] K.Yamada, T.Arai, H.Sasai and M.Shibasaki: "A Catalytic Asymmetric Synthesis of ll-Deoxy-PGF_<1α> Using ALB, a Heterobimetallic Multifunctional Asymmetric Complex" J.Org.Chem.63. 3666-3672 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] Y.M.A.Yamada and M.Shibasaki: "Direct Catalytic Asymmetric Aldol Reaction Promoted by a Novel Barium Complex" Tetrahedron Letters.39. 5561-5564 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] M.Shibasaki, H.Sasai, T.Arai and T.Iida: "Heterobimetallic asymmetric catalysts, Developments and applications" Pure & Appl.Chem.70. 1027-1034 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] M.Shibasaki and K.Uotsu: "PKC activations and inhibitors" IGAKUSHOIN. 49. 290-295 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] K.Uotsu, M.Sodeoka and M.Shibasaki: "Photoaffinity Labeling of PKC Isozymes by Phorbol Ester Derivatives" Bioorg.& Med.Chem.6. 1117-1126 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] H.Grber, E.M.Vogl and M.Shibasaki: "New Catalytic Concepts for the Asymmetric Aldol Reaction" Chem.Eur.J.4. 1137-1141 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] T.Iida, N.Yamamoto, H-G.Woo and M.Shibasaki: "Enantioselective Ring Opening of Epoxides with 4-Methoxyphenol Catalyzed by Gallium Heterobimetallic Complexes:An Efficient Method for the Synthesis of Optically Active 1, 2-Diol Monoethers" Angew.Chem.Int.Ed.Engl.37. 2223-2226 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] M.Shibasaki, H.Sasai, T.Arai and T.Iida: "Heterobimetallic asymmetric catalysts. Developments and applications" Pure & Appl.Chem.70. 1027-1034 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] E.M.Vogl, S.Matsunaga, M.Kanai, T.Iida and M.Shibasaki: "Linking BINOL:C_3-Symmetric Ligands for Investigations on Asymmetric Catalysis" Tetrahedron Letters. 39. 7917-7920 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] F.Miyazaki, K.Uotsu and M.Shibasaki: "Silver Salt Effects on an Asymmetric Heck Reaction. Catalytic Asymmetric Total Synthesis of(+)- Xestoquinone." Tetrahedron. 54. 13073-13078 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] S.Shimizu, K.Ohori, T.Arai, H.Sasai and M.Shibasaki: "A Catalytic Asymmetric Synthesis of Tubifolidine" J.Org.Chem.63. 7547-7551 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] K.Funabashi, Y.Saida, M.Kanai, T.Arai, H.Sasai and M.Shibasaki: "Catalytic Asymmetric Michael Adition of Nitromethane to Enones Controlled by(R)-LPB" Tetrahedron Letters. 39. 7557-7558 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] S.Watanabe, Y.Kobayashi, T.Arai, H.Sasai, M.Bougauchi and M.Shibasaki: "Water vs.Desiccant Improvement of Yb-BINOL Complex Catalyzed Enantioselective Epoxidation of Enones" Tetrahedron Letters. 39. 7353-7356 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] M.Shibasaki, A.Kojima and S.Shimizu: "Catalytic Asymmetric Synthesis of Natural Products with Heterocyclic Rings" J.Heterocyclic Chem.35. 1057-1064 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] S.Watanabe, T.Arai, H.Sasai, M.Bougauchi and M.Shibasaki: "The First Catalytic Enatioselective Synthesis of cis-Epoxyketones from cis-Enones" J.Org.Chem.63. 8090-8091 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] S.Y.Cho and M.Shibasaki: "The symmetric synthesis of cyclopentane derivaties by palladium-cataluzed coupling of prochiral alkylboron compounds" Tetrahedron:Asymmetry. 9. 3751-3754 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] S.Yamasaki, T.Iida and M.Shibasaki: "Direct Catalytic Asymmetric Mannich-type Reaction of Unmodified Ketones Utilizing the Cooperation of an AlLibis(binaphthoxide)Complex and La(OTI)_3,-nH_2O" Tetrahedron Lett.40. 307-310 (1999)

    • Related Report
      1998 Annual Research Report
  • [Publications] S.Honzawa, T.Mizutani and M.Shibasaki: "Synthetic Studies on(+)-Wortmannin. An Asymmetric Construction of an Allylic Quaternary Carbon Center by a Heck Reaction" Tetrahedron Lett.40. 311-314 (1999)

    • Related Report
      1998 Annual Research Report

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Published: 1998-04-01   Modified: 2016-04-21  

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