高木 隆吉Ryukichi Takagi

Last Updated :2022/07/01

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
自己紹介
有機化合物を簡便に作る方法を研究をしています。

基本情報

主な職歴

  • 1998年04月01日, 2007年03月31日, 広島大学大学院理学研究科化学専攻, 助手

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)

教育担当

  • 【学士課程】 理学部 : 化学科 : 化学プログラム
  • 【博士課程前期】 先進理工系科学研究科 : 先進理工系科学専攻 : 基礎化学プログラム
  • 【博士課程後期】 先進理工系科学研究科 : 先進理工系科学専攻 : 基礎化学プログラム

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. 2022年, 学部専門, 3ターム, 化学概説B
  2. 2022年, 学部専門, 4ターム, 先端化学
  3. 2022年, 学部専門, セメスター(後期), 有機化学演習
  4. 2022年, 学部専門, セメスター(前期), 化学実験I
  5. 2022年, 学部専門, セメスター(後期), 化学実験II
  6. 2022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
  7. 2022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
  8. 2022年, 修士課程・博士課程前期, 1ターム, 基礎化学特別演習A
  9. 2022年, 修士課程・博士課程前期, 2ターム, 基礎化学特別演習A
  10. 2022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. 2022年, 修士課程・博士課程前期, 4ターム, 基礎化学特別演習B
  12. 2022年, 修士課程・博士課程前期, 年度, 基礎化学特別研究
  13. 2022年, 学部専門, 3ターム, 化学概説B
  14. 2022年, 学部専門, 4ターム, 先端化学
  15. 2022年, 学部専門, セメスター(後期), 有機化学演習
  16. 2022年, 学部専門, セメスター(前期), 化学実験I
  17. 2022年, 学部専門, セメスター(後期), 化学実験II
  18. 2022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
  19. 2022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
  20. 2022年, 修士課程・博士課程前期, 3ターム, 基礎化学特別演習B
  21. 2022年, 修士課程・博士課程前期, 1ターム, 基礎化学特別演習A
  22. 2022年, 修士課程・博士課程前期, 2ターム, 基礎化学特別演習A
  23. 2022年, 修士課程・博士課程前期, 4ターム, 基礎化学特別演習B
  24. 2022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. 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
  2. ★, 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
  3. 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
  4. 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
  5. 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
  6. 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
  7. 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
  8. Asymmetric Darzens Condensation of Ketones with a-Chloroacetates by Means of (-)-8-Phenylmenthyl Auxiliary, Chemical Communications, 21号, pp. 2411-2412, 19961101
  9. Selective Conversion of Bromo-oxirane into Tetrahydropyranylacrylate by Epoxide ring Opening, Chemical Communications, 9号, pp. 875-876, 19970501
  10. Synthesis of Norsesterterpene rac- and ent-Rhopaloic Acid A, Chemical Communications, 19号, pp. 1887-1889, 19971001
  11. Stereoselectivity in the Formation of 2,5-Disubstituted Tetrahydropyrans by Intramolecular Hetero-Michael Addition, Heterocycles, 45巻, 12号, pp. 2313-2316, 19971201
  12. 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
  13. 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
  14. 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
  15. Monomeric 10-Sb-5 Pentacoordinate Organoantimony Monohalides and Their Permutational Behavior, Chemistry Letters, pp. 857-858, 19950401
  16. (-)-Loliolide and other Germination Inhibitory Active Constituents in Equisetum arvense, Natural Product Letters, 10巻, 1号, pp. 181-186, 19970101
  17. 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
  18. Stereoselectivity in the Darzens Condensation of Cyclohexanone Derivatives with a-Haloacetate, Heterocycles, 55巻, 1号, pp. 9-12, 20010101
  19. 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
  20. 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
  21. 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
  22. Stereoselective Synthesis of the hydophobic side chain of Scyphostatin, Australian Journal of Chemistry, 57巻, pp. 439-447, 20040401
  23. Alkylalumination of arylacetylene catalyzed by zirconocene catalysts supported on solid materials, Journal of Molecular Catalysis A: Chemical, 321巻, pp. 71-76, 20100401
  24. 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
  25. 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
  26. 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
  27. 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
  28. 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
  29. 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
  30. 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
  31. Computational study on the cyclopropanation reaction of ylides generated from -pyridiniumacetates, HETEROCYCLES, 81巻, 11号, pp. 2479-2495, 20101101
  32. 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
  33. 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
  34. 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
  35. 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
  36. 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
  37. 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
  38. 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
  39. 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
  40. 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
  41. Computational study on the cyclopropanation reaction of ylides generated from α-pyridiniumacetates, Heterocycles, 81巻, 11号, pp. 2479-2495, 20101101
  42. ★, Organocatalytic asymmetric desymmetrization of 4,4-disubstituted cyclohexadienones via an intermolecular Diels–Alder reaction, Organic & Biomolecular Chemistry, 13巻, pp. 11039-11045, 2015
  43. 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, 201704
  44. 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, 20171004
  45. 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, 201712
  46. 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
  47. 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
  48. 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
  49. 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
  50. Photochemical [2+2] cycloaddition reaction of enone derivatives with 2-siloxy-1H-pyrrole derivatives, ARKIVOC, pp. 192-204, 2018
  51. 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, 20180921
  52. ★, Enantioselective intramolecular [2 + 2] photocycloaddition using phosphoric acid as a chiral template., Org. Biomol. Chem., 18巻, pp. 9261-9267, 2020
  53. Bis(trifluoromethanesulfonimide) (BSI): Acidity and application to hydrofunctionalization as a Brønsted acid catalyst., Tetrahedron, 2021, 85, 132037., 85巻, pp. 132037, 2021
  54. Disulfonimide catalyzed asymmetric intramolecular hydroamination of alkenyl thioureas: Concentration effect in the hydroamination, Tetrahedron, 94巻, pp. 132332, 20210801
  55. Chiral Calcium Bis-Sulfonimide Catalyzed Diels-Alder Reactions of 1-Acryloyl-Pyrazole, Chemstry Letters, 50巻, pp. 1781-1783, 20211001

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