高木 隆吉Ryukichi Takagi

Last Updated :2020/11/02

所属・職名
大学院先進理工系科学研究科 助教
メールアドレス
rtakagihiroshima-u.ac.jp

基本情報

学歴

  • 広島大学, 理学研究科, 化学専攻博士課程後期, 1995年04月, 1998年03月

学位

  • 博士(理学) (広島大学)
  • 修士(理学) (広島大学)

研究分野

  • 化学 / 複合化学 / 合成化学

研究キーワード

  • 有機合成
  • 立体選択性
  • 天然物

教育活動

授業担当

  1. 2020年, 学部専門, 3ターム, 化学概説B
  2. 2020年, 学部専門, セメスター(後期), 有機化学演習
  3. 2020年, 学部専門, セメスター(前期), 化学実験I
  4. 2020年, 学部専門, セメスター(後期), 化学実験II
  5. 2020年, 修士課程・博士課程前期, セメスター(前期), 反応有機化学セミナー
  6. 2020年, 修士課程・博士課程前期, セメスター(後期), 反応有機化学セミナー
  7. 2020年, 博士課程・博士課程後期, セメスター(前期), 反応有機化学セミナー
  8. 2020年, 博士課程・博士課程後期, セメスター(後期), 反応有機化学セミナー
  9. 2020年, 修士課程・博士課程前期, 1ターム, 基礎化学特別演習A
  10. 2020年, 修士課程・博士課程前期, 3ターム, 基礎化学特別演習B
  11. 2020年, 修士課程・博士課程前期, 年度, 基礎化学特別研究

研究活動

学術論文(★は代表的な論文)

  1. Enantioselective Michael Reaction of Cyclic beta-Ketoesters with Morita-Baylis-Hillman Derivatives Using a Phase-Transfer Catalyst, JOURNAL OF ORGANIC CHEMISTRY, 83巻, 18号, pp. 11191-11203, SEP 21 2018
  2. Photochemical [2+2] cycloaddition reaction of enone derivatives with 2-siloxy-1H-pyrrole derivatives, ARKIVOC, pp. 192-204, 2018
  3. Artocarmins G-M, Prenylated 4-Chromenones from the Stems of Artocarpus rigida and Their Tyrosinase Inhibitory Activities, JOURNAL OF NATURAL PRODUCTS, 80巻, 12号, pp. 3173-3179, DEC 2017
  4. Two ring opened oxetane taxoids containing a C-20 benzoyloxy group from the roots of Taxus wallichiana Zucc., TETRAHEDRON LETTERS, 58巻, 40号, pp. 3897-3900, OCT 4 2017
  5. Paterno-Buchi photochemical [2+2] cycloaddition of aromatic carbonyl compounds with 2-siloxy-1H-pyrrole derivatives(dagger), JOURNAL OF PHYSICAL ORGANIC CHEMISTRY, 30巻, 4号, APR 2017
  6. Formation of Isomerized E,Z-Configured 1,3-Dienes in Construction of Macrocyclic Trienes by Diene-Ene RCM, BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 88巻, 1号, pp. 146-148, 20150115
  7. A novel non-metathetic behavior of Grubbs catalyst: Ruthenium-mediated intramolecular [3+2] cycloaddition of bis-1,3-dienes, JOURNAL OF ORGANOMETALLIC CHEMISTRY, 723巻, pp. 171-175, 20130101
  8. Concentration and Temperature Dependency of Regio- and Stereoselectivity in a Photochemical [2+2] Cycloaddition Reaction (the Paterno Buchi Reaction): Origin of the Hydroxy-Group Directivity, JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 133巻, 8号, pp. 2592-2604, 20110302
  9. Stereochemical deuterium-labeling study on the denitrogenation of 7,7-diethoxy-2, 3-diazabicyclo[2.2.1]hept-2-ene, JOURNAL OF PHYSICAL ORGANIC CHEMISTRY, 24巻, 10号, pp. 894-901, 201110
  10. Zirconium-catalyzed chemoselective methylalumination of ethers, amines, and sulfides bearing two terminal alkenyl groups, JOURNAL OF ORGANOMETALLIC CHEMISTRY, 696巻, 8号, pp. 1556-1564, 20110415
  11. Alkylalumination of arylacetylene catalyzed by zirconocene catalysts supported on solid materials, Journal of Molecular Catalysis A: Chemical, 321巻, pp. 71-76, 20100401
  12. Computational study on the cyclopropanation reaction of ylides generated from -pyridiniumacetates, HETEROCYCLES, 81巻, 11号, pp. 2479-2495, 20101101
  13. Rate acceleration of phosphoric acid-catalyzed Diels-Alder reaction by internal hydrogen-bonding of adjacent hydroxy group, JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 278巻, 1-2号, pp. 120-126, 20071214
  14. Stereochemical investigation on the construction of poly-functionalized bicyclo[3.3.1]nonenones by successive Michael reactions of 2-cyclohexenones, ORGANIC & BIOMOLECULAR CHEMISTRY, 5巻, 2号, pp. 286-300, 2007
  15. ★, Stereoselective total synthesis of (+)-scyphostatin via a pi-facially selective Diels-Alder reaction, JOURNAL OF ORGANIC CHEMISTRY, 72巻, 11号, pp. 4117-4125, 20070525
  16. One-pot synthesis of adamantane derivatives by domino Michael reactions from ethyl 2,4-dioxocyclohexanecarboxylate, JOURNAL OF ORGANIC CHEMISTRY, 70巻, 21号, pp. 8587-8589, 20051014
  17. Synthesis of a 4,5-epoxy-2-cyclohexen-1-one derivative via epoxide ring opening, 1,3-carbonyl transposition and epoxide ring regeneration: a synthetic study on a scyphostatin analogue, Organic & Biomolecular Chemistry, 3巻, pp. 2031-2036, 20050401
  18. Facial Selectivity in Nucleophilic Epoxidation of 3-Aryl-2-phosphonoacrylates Induced by the (-)-8-Phenylmenthyl Moiety as a Chiral Auxiliary, Heterocycles, 62巻, pp. 251-262, 20040401
  19. Influence of polymerization degree of poly-l-leucine catalyst and substituent effect on the Julia-Colonna asymmetric epoxidation of benzalacetophenones, HETEROCYCLES, 64巻, pp. 129-141, 20041231
  20. Stereoselective Synthesis of the hydophobic side chain of Scyphostatin, Australian Journal of Chemistry, 57巻, pp. 439-447, 20040401
  21. Stereoselectivity control by oxaspiro rings during Diels-Alder cycloadditions to cross-conjugated cyclohexadienones: The syn oxygen phenomenon, JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 126巻, 51号, pp. 16783-16792, 20041229
  22. Synthetic study of an analogue of the hydrophilic moiety of Scyphostatin via p-facial selective Diels-Alder reaction, Heterocycles, 64巻, pp. 75-91, 20040401
  23. Computational study of base-induced skeletal conversion via a spirocyclic intermediate in dibenzodithiocinium derivatives by ab initio MO calculations, JOURNAL OF PHYSICAL ORGANIC CHEMISTRY, 16巻, 5号, pp. 271-278, 200305
  24. pi-Facial selectivity in Diels-Alder reactions of cross-conjugated ketones bearing an oxa-spiro-ring with sterically undemanding dienes, HETEROCYCLES, 60巻, 4号, pp. 785-790, 20030401
  25. Efficient synthesis of a 4,5-epoxy-2-cyclohexen-1-one derivative bearing a spirolactone via a Diels-Alder reaction with high ?-facial selectivit, Chemical Communications, pp. 2096-2097, 20020401
  26. Stereochemical considerations on the stereoselective cyclopropanation reactions of 3-aryl-2-phosphonoacrylates induced by the (-)-8-phenylmenthyl group as a chiral auxiliary, Journal of the Chemical Society= Perkin Transactions 1, 2号, pp. 179-190, 20020101
  27. Stereoselective cyclopropanation of 3-aryl-2-phosphonoacrylates induced by the (-)-8-phenylmenthyl group as a chiral auxiliary, TETRAHEDRON LETTERS, 42巻, 34号, pp. 5891-5895, 20010820
  28. Stereoselective Formation of 2,5-Disubstituted Tetrahydropyrans by Intramolecular Hetero-Michael Addition and a Computational Study at AM1 Level, Bulletin of the Chemical Society of Japan, 74巻, 10号, pp. 1901-1907, 20011001
  29. Stereoselectivity in the Darzens Condensation of Cyclohexanone Derivatives with a-Haloacetate, Heterocycles, 55巻, 1号, pp. 9-12, 20010101
  30. The Julia Colonna Asymmetric Epoxidation Reaction by Soluble Oligo-L-leucine Containing an a-Aminobutylic Acid Residue; Importance of Helical Structure of the Catalyst on the Asymmetric Induction, BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 73巻, 4号, pp. 2115-2121, 20000401
  31. The Julia-Colonna type asymmetric epoxidation reaction catalyzed by soluble oligo-L-leucines containing an alpha-aminoisobutyric acid residue: Importance of helical structure of the catalyst on asymmetric induction, CHEMISTRY LETTERS, 4号, pp. 366-367, 20000405
  32. Stereoselective Synthesis of (+)-Rhopaloic Acid A and (-)-ent- and (+-)-rac-Rhopaloic Acid A, Journal of the Chemical Society= Perkin Transactions 1, -巻, 5号, pp. 925-934, 19980301
  33. (-)-Loliolide and other Germination Inhibitory Active Constituents in Equisetum arvense, Natural Product Letters, 10巻, 1号, pp. 181-186, 19970101
  34. Excellent Z-selective olefin formation using pentacoordinate pirophosphoranes and aldehydes. Wittig type reaction via hexacoordinate intermediates, Journal of Amnerican Chemical Society, 119巻, 25号, pp. 5970-5971, 19970601
  35. Selective Conversion of Bromo-oxirane into Tetrahydropyranylacrylate by Epoxide ring Opening, Chemical Communications, 9号, pp. 875-876, 19970501
  36. Stereoselectivity in the Formation of 2,5-Disubstituted Tetrahydropyrans by Intramolecular Hetero-Michael Addition, Heterocycles, 45巻, 12号, pp. 2313-2316, 19971201
  37. Synthesis of Norsesterterpene rac- and ent-Rhopaloic Acid A, Chemical Communications, 19号, pp. 1887-1889, 19971001
  38. Asymmetric Darzens Condensation of Ketones with a-Chloroacetates by Means of (-)-8-Phenylmenthyl Auxiliary, Chemical Communications, 21号, pp. 2411-2412, 19961101
  39. Monomeric 10-Sb-5 Pentacoordinate Organoantimony Monohalides and Their Permutational Behavior, Chemistry Letters, pp. 857-858, 19950401
  40. Organocatalytic asymmetric desymmetrization of 4,4-disubstituted cyclohexadienones via an intermolecular Diels-Alder reaction, ORGANIC & BIOMOLECULAR CHEMISTRY, 13巻, 45号, pp. 11039-11045, 2015
  41. Efficient synthesis of a 4,5-epoxy-2-cyclohexen-1-one derivative bearing a spirolactone via a Diels-Alder reaction with high pi-facial selectivity: a synthetic study towards scyphostatin., Efficient synthesis of a 4,5-epoxy-2-cyclohexen-1-one derivative bearing a spirolactone via a Diels-Alder reaction with high pi-facial selectivity: a synthetic study towards scyphostatin., 18号, 2002
  42. Stereoselectivity control by oxaspiro rings during Diels-Alder cycloadditions to cross-conjugated cyclohexadienones: the syn oxygen phenomenon., Stereoselectivity control by oxaspiro rings during Diels-Alder cycloadditions to cross-conjugated cyclohexadienones: the syn oxygen phenomenon., 126巻, 51号, 2004
  43. One-pot synthesis of adamantane derivatives by domino Michael reactions from ethyl 2,4-dioxocyclohexanecarboxylate., One-pot synthesis of adamantane derivatives by domino Michael reactions from ethyl 2,4-dioxocyclohexanecarboxylate., 70巻, 21号, 2005
  44. Stereoselective total synthesis of (+)-Scyphostatin via a pi-facially selective Diels-Alder reaction., Stereoselective total synthesis of (+)-Scyphostatin via a pi-facially selective Diels-Alder reaction., 72巻, 11号, 2007
  45. Construction of the adamantane core of plukenetione-type polycyclic polyprenylated acylphloroglucinols., Construction of the adamantane core of plukenetione-type polycyclic polyprenylated acylphloroglucinols., 73巻, 23号, 2008
  46. Computational study on the cyclopropanation reaction of ylides generated from α-pyridiniumacetates, Heterocycles, 81巻, 11号, pp. 2479-2495, 20101101
  47. ★, Organocatalytic asymmetric desymmetrization of 4,4-disubstituted cyclohexadienones via an intermolecular Diels–Alder reaction, Organic & Biomolecular Chemistry, 13巻, pp. 11039-11045, 2015
  48. Design and Synthesis of a 4‑Nitrobromobenzene Derivative Bearing an Ethylene Glycol Tetraacetic Acid Unit for a New Generation of Caged Calcium Compounds with Two-Photon Absorption Properties in the Near-IR Region and Their Application in Vivo., ACS Omega, 1巻, pp. 193-201, 2016
  49. Paternò–Büchi photochemical [2+2] cycloaddition of aromatic carbonyl compounds with 2-siloxy-1H-pyrrole derivatives., J. Phys. Org. Chem., 30巻, pp. e3632, 2017
  50. Two ring opened oxetane taxoids containing a C-20 benzoyloxy group from the roots of Taxus wallichiana Zucc., Tetrahderon Lett., 58巻, pp. 3897-3900, 2017
  51. Artocarmins G-M, prenylated 4-chromenones from the stems of Artocarpus rigida and their tyrosinase Inhibitory activities., Journal of Natural Products, 80巻, pp. 3172-3178, 2017

受賞

  1. 2008年11月, 第31回有機合成化学協会中国四国支部奨励賞, 有機合成化学協会中国四国支部, π-面選択的Diels-Alder反応を基盤とした天然有機化合物Scyphostatinの合成研究