Publications

Original Papers

  1. Palladium-Catalyzed Negishi Cross-Coupling Reaction of Aryl Halides with (Difluoromethyl)zinc Reagent
    Kohsuke Aikawa, Hiroki Serizawa, Koki Ishii, Koichi Mikami
    Org. Lett., 2016, ASAP.
  2. Copper-Catalyzed Difluoromethylation of Aryl Iodides with (Difluoromethyl)zinc Reagent
    Hiroki Serizawa, Koki Ishii, Kohsuke Aikawa, Koichi Mikami
    Org. Lett., 2016, ASAP.
  3. Hexafluoroacetone as Air-Stable, Liquid Reagent for Trifluoromethylations
    Kazuyuki Negishi, Kohsuke Aikawa, Koichi Mikami
    Eur. J. Org. Chem., 2016.
  4. Siladifluoromethylation and Difluoromethylation onto C(sp3), C(sp2), and C(sp) Centers Using Ruppert-Prakash Reagent and Fluoroform
    Kohsuke Aikawa, Kenichi Maruyama, Junki Nitta, Ryota Hashimoto, Koichi Mikami
    Org. Lett., 2016, 18 (14), 3354-3357.
  5. Rhodium-Catalyzed Hydrocarboxylation of Olefins with Carbon Dioxide
    Shingo Kawashima, Kohsuke Aikawa, Koichi Mikami
    Eur. J. Org. Chem., 2016, (19), 3166-3170.
  6. Catalytic Asymmetric Synthesis of Fluoroalkylated Compounds using Chiral Dicationic Palladium Complexes
    Kohsuke Aikawa, Koichi Mikami
    J. Synth. Org. Chem., Jpn. (Yuki Gosei Kagaku Kyokaishi), 2016, 74 (3), 219-232.
  7. Dynamic Chirality Control of tropos DPCB-digold Skeleton by Chiral Binaphthyl-dicarboxylate
    Shigekazu Ito, Masaki Nanko, Tomokazu Shinozaki, Masafumi Kojima, Kohsuke Aikawa, Koichi Mikami
    Chem. Asian J., 2016, 11 (6), 823-827.
  8. Tsuyuka Sugiishi, Hideki Amii, Kohsuke Aikawa, Koichi Mikami
    Carbon-carbon bond cleavage for Cu-mediated aromatic trifluoromethylations and pentafluoroethylations
    Beilstein J. Org. Chem., 2015, 11, 2661-2670.
  9. Catalytic Asymmetric Synthesis of Tertiary Alcohols and Oxetenes Bearing a Difluoromethyl Group
    Kohsuke Aikawa, Seiya Yoshida, Daisuke Kondo, Yuya Asai, and Koichi Mikami
    Org. Lett., 2015, 17 (20), 5108-5111.
  10. Development of (Trifluoromethyl)zinc Reagent as Trifluoromethyl Anion and Difluorocarbene Sources
    Kohsuke Aikawa, Wataru Toya, Yuzo Nakamura, and Koichi Mikami
    Org. Lett., 2015, 17(20), 4996-4999.
  11. α-Difluoromethylation on sp3 Carbon of Nitriles Using Fluoroform and Ruppert–Prakash Reagent
    Kohsuke Aikawa, Kenichi Maruyama, Kazuya Honda, and Koichi Mikami
    Org. Lett., 2015, 17 (19), 4882-4885.
  12. Lewis Acid-Catalyzed Asymmetric Three-Component Coupling Reaction: Facile Synthesis of α-Fluoromethylated Tertiary Alcohols
    Kohsuke Aikawa, Daisuke Kondo, Kazuya Honda, and Koichi Mikami
    Chem. Eur. J., 2015, 21 (49), 17565-17569.
  13. Stable but Reactive Perfluoroalkylzinc Reagents: Application to Ligand-Free Copper-Catalyzed Perfluoroalkylation of Aryl Iodides
    Kohsuke Aikawa, Yuzo Nakamura, Yuki Yokota, Wataru Toya, and Koichi Mikami
    Chem. Eur. J., 2015, 21(1), 96-100.
  14. Catalytic and highly enantioselective Friedel-Crafts type reactions of heteroaromatic compounds with trifluoropyruvate and glyoxylate by a dicationic palladium complex
    Kohsuke Aikawa, Yuya Asai, Yūta Hioki, Koichi Mikami
    Tetrahedron: Asymmetry, 2014, 25 (15), 1104-1115.
  15. Direct Synthesis of Pentafluoroethyl Copper from Pentafluoropropionate as an Economical C2F5 Source: Application to Pentafluoroethylation of Arylboronic Acids and Aryl Bromides
    Hiroki Serizawa, Kohsuke Aikawa, Koichi Mikami
    Org. Lett., 2014, 16(13), 3456-3459.
  16. Direct α-Siladifluoromethylation of Lithium Enolates with Ruppert-Prakash Reagent via C-F Bond Activation
    Ryota Hashimoto, Toshiaki Iida, Kohsuke Aikawa, Shigekazu Ito, Koichi Mikami
    Chem. Eur. J., 2014, 20 (10), 2750-2754.
  17. Paradigm Shift from Alkaline (Earth) Metals to Early Transition Metals in Fluoroorganometal Chemistry: Perfluoroalkyl Titanocene(III) Reagents Prepared via Not Titanocene(II) but Titanocene(III) Species
    Motohiro Fujiu, Ryota Hashimoto, Yuzo Nakamura, Kohsuke Aikawa, Shigekazu Ito, Koichi Mikami
    Chem. Eur. J., 2014, 20 (8), 2382-2386.
  18. Effect of the trifluoromethyl group on torquoselectivity in the 4π ring-opening reaction of oxetenes: stereoselective synthesis of tetrasubstituted olefins
    Kohsuke Aikawa, Natsumi Shimizu, Kazuya Honda, Yūta Hioki, Koichi Mikami
    Chem. Sci., 2014, 5 (1), 410-415.
  19. Direct Synthesis of a Trifluoromethyl Copper Reagent from Trifluoromethyl Ketones: Application to Trifluoromethylation
    Hiroki Serizawa, Kohsuke Aikawa, Koichi Mikami
    Chem. Eur. J., 2013, 19 (52), 17692-17697.
  20. Cu-catalyzed trifluoromethylation of aryl iodides with trifluoromethylzinc reagent prepared in situ from trifluoromethyl iodide
    Yuzo Nakamura, Motohiro Fujiu, Tatsuya Murase, Yoshimitsu Itoh, Hiroki Serizawa, Kohsuke Aikawa, Koichi Mikami
    Beilstein J. Org. Chem., 2013, 9, 2404-2409.
  21. Development of Catalytic Asymmetric Reactions Based on Chirally Flexible (Tropos) Ligands
    Kohsuke Aikawa, Koichi Mikami
    J. Synth. Org. Chem., Jpn. (Yuki Gosei Kagaku Kyokaishi), 2012, 70 (12), 45-58.
  22. Asymmetric Catalysis based on Tropos Ligands
    Kohsuke Aikawa, Koichi Mikami
    Chem. Commun., 2012, 48 (90), 11050-11069.
  23. Direct Preparation of Trifluoromethylindium Reagents from Trifluoromethyl Iodide: Effective Trifluoromethylation and Perfluoroalkylation Reagents
    Motohiro Fujiu, Yuzo Nakamura, Hiroki Serizawa, Kohsuke Aikawa, Shigekazu Ito, Koichi Mikami
    Eur. J. Org. Chem., 2012, (36), 7043-7047.
  24. Umpolung of Fluoroform by C-F Bond Activation: Direct Difluoromethylation of Lithium Enolates
    Toshiaki Iida, Ryota Hashimoto, Kohsuke Aikawa, Shigekazu Ito, Koichi Mikami
    Angew. Chem. Int. Ed., 2012, 51 (38), 9535-9538.
  25. Copper(I)-Catalyzed Asymmetric Desymmetrization: Synthesis of Five-Membered-Ring Compounds Containing All-Carbon Quaternary Stereocenters
    Kohsuke Aikawa, Tatsuya Okamoto, Koichi Mikami
    J. Am. Chem. Soc., 2012, 134 (25), 10329-10332.
  26. Stable Axial Chirality in Metal Complexes Bearing 4,4’-Substituted BIPHEPs: Application to Catalytic Asymmetric Carbon-Carbon Bond-Forming Reactions
    Kohsuke Aikawa, Yoshitaka Miyazaki, Koichi Mikami
    Bull. Chem. Soc. Jpn., 2012, 85 (2), 201-208.
  27. Catalytic Asymmetric Synthesis of Stable Oxetenes via Lewis Acid-promoted [2 + 2] Cycloaddition
    Kohsuke Aikawa, Yūta Hioki, Natsumi Shimizu, Koichi Mikami
    J. Am. Chem. Soc., 2011, 133 (50), 20092-20095.
  28. Fragment-Based Reaction Discovery of Non-Ene-Type Carbon-Carbon Bond-Forming Reactions: Catalytic Asymmetric Oxetane Synthesis by Screening Olefinic Reactants without Allylic Hydrogen
    Koichi Mikami, Kohsuke Aikawa, Junpei Aida
    Synlett, 2011, (18), 2719-2724.
  29. Highly enantioselective Friedel-Crafts alkylation of indole and pyrrole with β,γ-unsaturated α-ketoester catalyzed by chiral dicationic palladium complex
    Kohsuke Aikawa, Kazuya Honda, Shunsuke Mimura, Koichi Mikami
    Tetrahedron Lett., 2011, 52 (50), 6682-6686.
  30. Palladium-Catalyzed Enantioselective Ene and Aldol Reactions with Isatins, Keto Esters, and Diketones: Reliable Approach to Chiral Tertiary Alcohols
    Kohsuke Aikawa, Shunsuke Mimura, Yukinobu Numata, Koichi Mikami
    Eur. J. Org. Chem., 2011, (1), 62-65.
  31. Highly Enantioselective Alkynylation of Trifluoropyruvate with Alkynylsilanes Catalyzed by the BINAP-Pd Complex: Access to α-Trifluoromethyl-Substituted Tertiary Alcohols
    Kohsuke Aikawa, Yūta Hioki, Koichi Mikami
    Org. Lett., 2010, 12 (24), 5716-5719.
  32. Synergistic Effect: Hydroalkoxylation of Allenes through Combination of Enantiopure BIPHEP-Gold Complexes and Chiral Anions
    Kohsuke Aikawa, Masafumi Kojima, Koichi Mikami
    Adv. Synth. Catal., 2010, 352 (18), 3131-3135.
  33. Catalytic Enantioselective Arylation of Glyoxylate with Arylsilanes: Practical Synthesis of Optically Active Mandelic Acid Derivatives
    Kohsuke Aikawa, Yūta Hioki, Koichi Mikami
    Chem. Asian J., 2010, 5 (11), 2346-2350.
  34. Highly Enantioselective Alkenylation of Glyoxylate with Vinylsilane Catalyzed by Chiral Dicationic Palladium(II) Complexes
    Kohsuke Aikawa, Yūta Hioki, Koichi Mikami
    J. Am. Chem. Soc., 2009, 131 (39), 13922-13923.
  35. Axial Chirality Control of Gold(biphep) Complexes by Chiral Anions: Application to Asymmetric Catalysis
    Kohsuke Aikawa, Masafumi Kojima, Koichi Mikami
    Angew. Chem. Int. Ed., 2009, 18 (33), 6073-6077.
  36. CHIRALITY CONTROL OF TROPOS DIPHENYLMETHANE-DERIVED PHOSPHORAMIDITES BY CHIRAL DIENES: ITS APPLICATION TO ASYMMETRIC MICHAEL ADDITION
    Kazuki Wakabayashi, Kohsuke Aikawa, Koichi Mikami
    Heterocycles, 2009, 77 (2), 927-943.
  37. Axial chirality control of tropos BIPHEP-Rh complexes by chiral dienes: synergy effect in catalytic asymmetric hydrogenation
    Kohsuke Aikawa, Yuki Takabayashi, Susumu Kawauchi, Koichi Mikami
    Chem. Comm., 2008, (41), 5095-5097.
  38. BENZOPHENONE-DERIVED CATALYST WITH SELF-ADAPTATION: HIGHLY ENANTIOSELECTIVE HYDROGENATION IRRESPECTIVE OF SUBSTRATES
    Kazuki Wakabayashi, Kohsuke Aikawa, Koichi Mikami
    Heterocycles, 2008, 76 (2), 1525-1535.
  39. Catalyst Self-Adaptation in Conjugate Addition to Nitroalkenes and Nitroacrylates: Instant Chirality Control in Diphenylmethane-Based Phosphoramidite Ligands
    Kazuki Wakabayashi, Kohsuke Aikawa, Susumu Kawauchi, Koichi Mikami
    J. Am. Chem. Soc., 2008, 130 (15), 5012-5013.
  40. Enantiofacial Control of Planar Chiral Arene Ru Complexes Bearing Tropos Biphenyl Ligands
    Kohsuke Aikawa, Isao Kaito, Koichi Mikami
    Chem. Lett., 2007, 36 (12), 1482-1483.
  41. Enantioselective Catalysis of Ketoester-Ene Reaction of Silyl Enol Ether to Construct Quaternary Carbons by Chiral Dicationic Palladium(II) Complexes
    Koichi Mikami, Yuji Kawakami, Katsuhiro Akiyama, Kohsuke Aikawa
    J. Am. Chem. Soc., 2007, 129 (43), 12950-12951.
  42. Dynamic Kinetic Resolution for the Catalytic Asymmetric Total Synthesis of Antithrombotic Agents M58163 and M58169
    Fumihiko Saitoh, Hidemitsu Nishida, Takafumi Mukaihira, Kohsuke Aikawa, Koichi Mikami
    Adv. Synth. Catal., 2007, 349 (4-5), 617-628.
  43. Asymmetric Synergy between Chiral Dienes and Diphosphines in Cationic Rh(I)-Catalyzed Intramolecular [4+2] Cycloaddition
    Kohsuke Aikawa, Susumu Akutagawa, Koichi Mikami
    J. Am. Chem. Soc., 2006, 128 (39), 12648-12649.
  44. Chiral Aminoalcohol NOBIN for Instantaneous Chirality Control of Racemic but Tropos BIPHEP-Rh(I)-Complexes: Highly Enantioselective Ene-Type Cyclization of 1,6-Enynes Catalyzed by the Rh(I)-Complexes without Use of Acid
    Koichi Mikami, Shohei Kataoka, Kazuki Wakabayashi, Kohsuke Aikawa
    Tetrahedron Lett., 2006, 47 (36), 6361-6364.
  45. Asymmetric Synthesis of Antithrombotic Agents M58163 and M58169: Dynamic Kinetic Resduction in Amide Formation Catalyzed by La-Linked BINOL Complex
    Fumihiko Saitoh, Hidemitsu Nishida, Takafumi Mukaihira, Kohsuke Aikawa, Koichi Mikami
    Eur. J. Org. Chem., 2006, 24 (15), 5454-5457.
  46. Achiral benzophenone ligand-rhodium complex with chiral diamine activator for high enantiocontrol in asymmetric transfer hydrogenation
    Koichi Mikami, Kazuki Wakabayashi, Yukinori Yusa, Kohsuke Aikawa
    Chem. Commun., 2006, (22), 2365-2367.
  47. Asymmetric Synthesis of Antithrombotic Agent M55529: The First Enantioselective Cyclic N,O-Acetal Formation
    Fumihiko Saitoh, Hidemitsu Nishida, Takafumi Mukaihira, Kohsuke Aikawa, Koichi Mikami
    Eur. J. Org. Chem., 2006, (10), 2269-2272.
  48. “Achiral” Benzophenone Ligand for Highly Enantioselective Ru Catalysts in Ketone Hydrogenation
    Koichi Mikami, Kazuki Wakabayashi, Kohsuke Aikawa
    Org. Lett., 2006, 8 (8), 1517-1519.
  49. Enantiodiscrimination and Enantioontrol of Neutral and Cationic PtII Complexes Bearing the Tropos Biphep Ligand: Application to Asymmetric Lewis Acid Catalysis
    Koichi Mikami, Hitomi Kakuno, Kohsuke Aikawa
    Angew. Chem. Int. Ed., 2005, 44 (44), 7257-7260.
  50. Dual Chirality Control of Palladium(II) Complexes Bearing Tropos Biphenyl Diamine Ligands
    Kohsuke Aikawa, Koichi Mikami
    Chem. Commun., 2005, (46), 5799-5801.
  51. Asymmetric synthesis of cryptofolione and determination of its absolute configuration
    Yuko Matsuoka, Kohsuke Aikawa, Ryo Irie, Tsutomu Katsuki
    Heterocycles, 2005, 66 (1), 187-194.
  52. Tropos or Atropos Nature of Rhodium Complexes Bearing a Tetrakis(phosphanyl)terphenyl Ligand: Highly Enantioselective Catalysis of Ene-Type Cyclization
    Koichi Mikami, Shohei Kataoka, Kohsuke Aikawa
    Org. Lett., 2005, 7 (26), 5777-5780.
  53. Racemic but Tropos (Chirally Flexible) BIPHEP Ligands for Rh(I)-Complexes: Highly Enantioselective Ene-Type Cyclization of 1,6-Enynes
    Koichi Mikami, Shohei Kataoka, Yukinori Yusa, Kohsuke Aikawa
    Org. Lett., 2004, 6 (21), 3699-3701.
  54. Negative Nonlinear Effect in Aqua Palladium Catalysis Depending on Tropos Biphenylphosphine Ligand Chirality Controlled by Chiral Diaminobinaphthyl Activator
    Koichi Mikami, Kohsuke Aikawa, Yamanaka Masahiro
    Pure Appl. Chem., 2004, 76 (3), 537-540.
  55. Highly enantioselective spiro cyclization of 1,6-enynes catalyzed by cationic skewphos rhodium(I) complex
    Koichi Mikami, Yukinori Yusa, Manabu Hatano, Kazuki Wakabayashi, Kohsuke Aikawa
    Chem. Commun., 2004, (1), 98-99.
  56. Asymmetric Catalysis of Ene Reactions with Trifluoropyruvate Catalyzed by Dicationic Palladium(II) Complexes
    Kohsuke Aikawa, Satoshi Kainuma, Manabu Hatano, Koichi Mikami
    Tetrahedron Lett., 2004, 45 (1), 183-185.
  57. Atropos but Achiral Tris(phosphanyl)biphenyl Ligands for Ru-Catalyzed Asymmetric Hydrogenation
    Kohsuke Aikawa, Koichi Mikami
    Angew. Chem. Int. Ed., 2003, 42 (44), 5455-5458.
  58. Helical Chirality Control of Palladium Complexes That Bear a Tetrakis(phosphanyl)-terphenyl Ligand: Application as Asymmetric Lewis Acid Catalysts
    Kohsuke Aikawa, Koichi Mikami
    Angew. Chem. Int. Ed., 2003, 42 (44), 5458-5461.
  59. Molecular design of DABNTf as a highly efficient resolving reagent for racemic Pd complex with tropos biphenylphosphine (BIPHEP) ligand: circular dichroism (CD) spectra of enantiopure BIPHEP-Pd complex
    Koichi Mikami, Yukinori Yusa, Kohsuke Aikawa, Manabu Hatano
    Chirality, 2003, 15 (1), 105-107.
  60. Dynamic Asymmetric Catalysis by Diphenylphosphinoferrocene (DPPF)-Nickel Complexes through Control of Axial Chirality by Chiral Diamines
    Koichi Mikami, Kohsuke Aikawa
    Org. Lett., 2002, 4 (1), 99-101.
  61. Asymmetric Activation of the Pd Catalyst Bearing the Tropos Biphenylphosphine (BIPHEP) Ligand with the Chiral Diaminobinaphthyl (DABN) Activator
    Koichi Mikami, Kohsuke Aikawa, Yukinori Yusa
    Org. Lett., 2002, 4 (1), 95-97.
  62. Resolution of Pd Catalyst with tropos Biphenylphosphine (BIPHEP) Ligand by DM-DABN: Asymmetric Catalysis by an Enantiopure BIPHEP-Pd Complex
    Koichi Mikami, Kohsuke Aikawa, Yukinori Yusa, Manabu Hatano
    Org. Lett., 2002, 4 (1), 91-94.
  63. Dynamic Chirality Control of (Xyl-)BIPHEP Ligands Leading to their Diastereo- merically Pure Ru Complexes with a Chiral N-Substituted DPEN
    Toshinobu Korenaga, Kohsuke Aikawa, Masahiro Terada, Susumu Kawauchi, Koichi Mikami
    Adv. Synth. Catal., 2001, 343 (3), 284-288.
  64. General Synthetic Route to Chiral Flexible Biphenylphosphine Ligands: The use of a Chiral Additive Enables the Preparation and Observation of Metal Complexes Incorporating the Enantiopure Form
    Koichi Mikami, Kohsuke Aikawa, Toshinobu Korenaga
    Org. Lett., 2001, 3 (2), 243-245.
  65. Biphenylphosphine-Palladium(II) Complexes-Catalyzed Friedel-Crafts Reaction for the Synthesis of a-Amino and a-Hydroxy Indolylacetates and Diindolylacetates
    Jian Hao, Sonia Taktak, Kohsuke Aikawa, Yukinori Yusa, Manabu Hatano, Koichi Mikami
    Synlett, 2001, (9), 1443-1444.
  66. Lewis acid catalysis of second-generation metallosalen complexes: an explanation for stereochemistry of asymmetric hetero Diels-Alder reaction
    Jun Mihara, Kohsuke Aikawa, Tatsuya Uchida, Ryo Irie, Tsutomu Katsuki
    Heterocycles, 2001, 54 (1), 395-404.
  67. Asymmetric hetero Diels-Alder reaction using chiral cationic metallosalen complexes as catalysts
    Kohsuke Aikawa, Ryo Irie, Tsutomu Katsuki
    Tetrahedron, 2001, 57 (5), 845-851.

Reviews

  1. Tropos or Atropos ? That is the Question !
    Koichi Mikami, Kohsuke Aikawa, Yukinori Yusa, Jonathan J. Jodry, Masahiro Yamanaka
    Synlett, 2002, (10), 1561-1578.

Patents

  1. Method of producing difluorocyclopropane compounds
    K. Mikami, Y. Nakamura, K. Negishi, K. Aikawa
    JP 2015-063491
  2. Bis(trifluoromethyl)zinc DMPU complex, manufacturing method thereof and manufacturing method of trifluoromethyl group-containing compound using the same
    K. Mikami, Y. Nakamura, K. Negishi, K. Aikawa
    JP 2015-048322
  3. Production method of trifluoromethyl copper
    K. Mikami, H. Serizawa, Y. Zhang, K. Negishi, K. Aikawa
    JP 2014-172831
  4. Trifluoromethylation agent powder, production method thereof, and production method of trifluoromethyl group-containing compound
    K. Mikami, Y. Nakamura, K. Negishi, K. Aikawa
    JP 2014-162732
  5. Trifluoromethylating agent, method for producing the same, and method for producing trifluoromethyl group-containing compound using the same
    K. Mikami, Y. Nakamura, K. Aikawa
    JP 2013-241345
  6. Method for producing optically active fluorine-containing oxeten
    K. Mikami, K. Aikawa, Y. Hioki
    WO 12/070437
  7. Optically active transition metal complex having BIPHEP derivative as ligand
    K. Mikami, K. Aikawa, H. Miyazaki
    JP 2010-209013
  8. Method for producing optically active convolutamydine derivative by asymmetric carbonyl-ene reaction
    K. Mikami, K. Aikawa, S. Mimura
    JP 2010-208975
  9. Method for producing optically active convolutamydine derivative
    K. Mikami, K. Aikawa, S. Mimura
    JP 2010-195737
  10. Method for producing optically active fluorinated oxetane
    K. Mikami, K. Aikawa, J. Aida, A. Ishii, M. Kato, T. Masuda
    JP 2010-222345
  11. Method for producing optically active fluorine-containing alkynylated product
    K. Mikami, K. Aikawa, Y. Hioki
    JP 2010-195736
  12. Production method of optical activity aromatic heterocyclic five-membered ring substituted hydroxyacetic ester
    K. Mikami, K. Aikawa, Y. Hioki
    JP 2011-162526
  13. Method for producing optically active fluorine-containing carbonyl-ene product
    K. Mikami, K. Aikawa, A. Ishii, K. Mogi, T. Ootsuka
    WO 08/078601