Prof. Ken-ichi YAMADA

【経歴】  
1996 東京大学薬学部製薬学科卒業
（柴崎正勝教授）
1998 東京大学大学院薬学系研究科修士課程修了
（柴崎正勝教授）
2001 東京大学大学院薬学系研究科博士課程修了
（柴崎正勝教授）
2001–2006 京都大学大学院薬学研究科助手
（富岡 清教授）
2006–2007 京都大学大学院薬学研究科助教授
（富岡 清教授）
2007–2016 京都大学大学院薬学研究科准教授
（富岡 清教授・高須清誠教授）
2016– 徳島大学大学院医歯薬学研究部教授
（薬品製造化学分野）
【受賞歴】
第9回有機合成化学協会関西支部賞
「ジメチル亜鉛を用いる炭素ラジカルの発生法と極性転換型炭素-炭素結合生成反応の開発」
2007年度日本薬学会 奨励賞
「炭素‐水素結合切断による直接的炭素ラジカル発生法の開拓と反応開発」
2002年度有機合成化学協会 東レ研究企画賞
「有機金属反応剤を用いるラジカル反応の新展開：反応剤の特徴を活かす新反応の開発」

Publication List

  1. "5-exo-Selective Asymmetric Bromolactonization of Stilbenecarboxylic Acids Catalyzed by Phenol-bearing Chiral Thiourea." Sugano, M.; Inokuma, T.; Yamaoka, Y.; Yamada, K. Org. Biomol. Chem. 2024, 22, 1765-1769.
  2. "Evaluation of Quantum Chemistry Calculation Methods for Conformational Analysis of Organic Molecules Using A-Value Estimation as a Benchmark Test." Yamada, K.; Inokuma, T. RSC Adv. 2023, 13 (51), 35904-35910.
  3. "Efficient Synthesis of Medium-sized Nitrogen Heterocycles by Brønsted Acid-Catalyzed Cyclization of Ene-ynamides." Yamaoka, Y.; Takeuchi, N.; Yamada, K.; Takasu, K. Asian J. Org. Chem. 2023, 12 (5), e202300145.
  4. "Remote Electronic Effect of Chiral N-Heterocyclic Carbene Catalyst on an Asymmetric Benzoin Reaction." Inokuma, T.; Hashimoto, K.; Fujiwara, T.; Sun, C.; Kuwano, S.; Yamada, K. Chem. -Eur. J. 2023, 29 (38), e202300858.
  5. "Remote Electronic Effect on the N-Heterocyclic Carbene-catalyzed Asymmetric Intramolecular Stetter Reaction and Structural Revision of Products." Inokuma, T.; Iritani, K.; Takahara, Y.; Sun, C.; Yamaoka, Y.; Kuwano, S.; Yamada, K. Chem. Commun. 2023, 59 (36), 5375-5378.
  6. "Catalytic and Aerobic Oxidative C–H Annulation Reaction of Saturated Cyclic Amines for Synthesis of Dipyrroloquinolines." Matsumoto, K.; Nakano, R.; Yamada, K.; Hirokane, T.; Yoshida, M. Adv. Synth. Catal. 2023, 365 (3), 323–329.
  7. "Preparation of N-2-Nitrophenylsulfenyl Imino Peptides and Their Catalyst-Controlled Diastereoselective Indolylation." Inokuma, T.; Masui, K.; Fukuhara, K.; Yamada, K. Chem. —Eur. J. 2023, 29 (8), e202203120.
  8. "Kinetic Resolution of α-Hydroxyamide via N-Heterocyclic Carbene-Catalyzed Acylation." Yamada, K.; Yamauchi, A.; Fujiwara, T.; Hashimoto, K.; Wang, Y.; Kuwano, S.; Inokuma, T. Asian J. Org. Chem. 2022, 11 (10), e202200452.
  9. "Lewis Acid-Catalyzed Diastereoselective Domino Reaction of Ene-Ynamide with Trimethylsilyl Cyanide to Construct Spiroindolines." Yamaoka, Y.; Yamasaki, D.; Kajiwara, D.; Shinozaki, M.; Yamada, K.; Takasu, K. Org lett. 2022, 24 (24), 4389–4393.
  10. "Enhanced Molecular Recognition through SubstrateAdditive Complex Formation in N-Heterocyclic-Carbene-Catalyzed Kinetic Resolution of α-Hydroxythioamides." Wang, Y.; Yamauchi, A.; Hashimoto, K.; Fujiwara, T.; Inokuma, T.; Mitani, Y.; Ute, K.; Kuwano, S.; Yamaoka, Y.; Takasu, K.; Yamada, K. ACS Catal. 2022, 12 (10), 6100–6107.
  11. "The Rationale for Stereoinduction in Conjugate Addition to Alkylidenemalonates Bearing a Menthol-derived Chiral Auxiliary." Yamada, K.; Fujiwara, S.; Inokuma, I.; Sugano, M.; Yamaoka, Y.; Takasu, K. Tetrahedron, 2021, 91, 132220.
  12. "Mechanistic Support for Intramolecular Migrative Cyclization of Propargyl Sulfones Provided by Catalytic Asymmetric Induction with a Chiral Counter Cation Strategy." Yamasaki, K.; Yamauchi, A.; Inokuma, T.; Miyakawa, Y.; Wang, Y.; Oriez, R.; Yamaoka, Y.; Takasu, K.; Tanaka, N.; Kashiwada, Y.; Yamada, K. Asian J. Org. Chem. 2021, 10 (7), 1828–1834.
  13. "Helical Nanographenes Embedded with Contiguous Azulene Units." Ogawa, N.; Yamaoka, Y.; Takikawa, H.; Yamada, K.; Takasu, K. J. Am. Chem. Soc. 2020, 142 (31), 13322–13327.
  14. "Cloning and Expression of a Perilla frutescens Cytochrome P450 Enzyme Catalyzing the Hydroxylation of Phenylpropenes." Baba, M.; Yamada, K.; Ito, M. Plants 2020, 9 (5), 577.
  15. "Asymmetric Synthesis of α-Amino Phosphonic Acids Using Stable Imino Phosphonate as a Universal Precursor." Inokuma, T.; Sakakibara, T.; Someno, T.; Masui, K.; Shigenaga, A.; Otaka, A.; Yamada, K. Chem. —Eur. J. 2019, 25 (60), 13829–13832.
  16. "Total Syntheses of Allelopathic 4-Oxyprotoilludanes, Melleolides and Echinocidins." Shimoda, K.; Yamaoka, Y.; Yoo, D.; Yamada, K.; Takikawa, H.; Takasu, K. J. Org. Chem. 2019, 84 (17), 11014–11024.
  17. "Synthesis of Functionalized Medium-Sized trans-Cycloalkenes by 4π Electrocyclic Ring Opening–Alkylation Cascade." Takasu, K.; Ito, T.; Tsutsumi, M.; Yamada, K.; Takikawa, H.; Yamaoka, Y. Angew. Chem. Int. Ed. 2019, 58 (34), 11836–11840.
  18. "Rapid Assembly of Protoilludane Skeleton through Tandem Catalysis: Total Synthesis of Paesslerin A and Its Structural Revision." Mogi, Y.; Inanaga, K.; Tokuyama, H.; Ihara, M.; Yamaoka, Y.; Yamada, K.; Takasu, K. Org. Lett. 2019, 21 (11), 3954–3958.
  19. "Asymmetric Formal Synthesis of (+)-Catharanthine via Desymmetrization of Isoquinuclidine." Kono, M.; Harada, S.; Nozaki, T.; Hashimoto, Y.; Murata, S.; Gröger, H.; Kuroda, Y.; Yamada, K.; Takasu, K.; Hamada, Y.; Nemoto, T. Org. Lett. 2019, 21 (10), 3750–3754.
  20. "Optical Resolution via Catalytic Generation of Chiral Auxiliary." Kiyama, H.; Inokuma, T.; Kuroda, Y.; Yamaoka, Y.; Takasu, K.; Yamada, K. Tetrahedron Lett. 2019, 60 (2), 175–177.
  21. "Aminolithiation–Arylation Consecutive Cyclization of N-(2-Fluorophenyl)methyl-aminoalkylstyryls Giving Aryl-substituted Pyrido[1,2-b]isoquinoline." Yamamoto, Y.; Nakanishi, Y.; Yamada, K.; Tomioka, K. Tetrahedron 2018, 74 (38), 5309–5318.
  22. "A Recyclable Hydrophobic Anchor-tagged Asymmetric Amino Thiourea Catalyst." Jichu, T.; Inokuma, T.; Aihara, K.; Kohiki, T.; Nishida, K.; Shigenaga, A.; Yamada, K.; Otaka, A. ChemCatChem 2018, 10 (16), 3402–3405.
  23. "Direct Enantioselective Indolylation of Peptidyl Imine for the Synthesis of Indolyl Glycine-Containing Peptides." Inokuma, T.; Nishida, K.; Shigenaga, A.; Yamada, K.; Otaka, A. Heterocycles 2018, 97 (2), 1269–1287.
  24. "Total Synthesis of Phenanthroquinolizidine Alkaloid Cryptopleurine and Phenanthroindolizidine Alkaloid Tylophorine." Yamamoka, Y.; Taniguchi, M.; Yamada, K.; Takasu, K. Heterocycles 2018, 97 (1), 292–305.
  25. "Consecutive Aminolithiation–Carbolithiation of a Linear Aminoalkene Bearing Terminal Vinyl Sulfide Moiety to Give Hydro­indolizine." Yamamoto, Y.; Yamaguchi, T.; Kaneshige, A.; Hashimoto, A.; Kaibe, S.; Miyawaki, A.; Yamada, K.; Tomioka, K. Synlett 2017, 28 (20), 2913–2917.
  26. "Synthesis of Multi-Substituted Cyclobutenes: Cyclic Strategy for [2+2] Cycloadditon of Ketene Silyl Acetals with Propiolates." Yamaoka, Y.; Ueda, M.; Yamashita, T.; Shimoda, K.; Yamada, K.; Takasu, K. Tetrahedron Lett. 2017, 58 (30), 2944–2947.
  27. "Synthesis of π-Extended Fluoranthenes via a KHMDS-promoted Anionic-Radical Reaction Cascade." Ogawa, N.; Yamaoka, Y.; Yamada, K.; Takasu, K. Org. Lett. 2017, 19 (12), 3327–3330.
  28. "Synthesis and Biological Evaluation of Steroidal Derivatives Bearing a Small Ring as Vitamin D Receptor Agonists." Arichi, N.; Fujiwara, S.; Ishizawa, M.; Makishima, M.; Hua, D. H.; Yamada, K.; Yamaoka, Y.; Takasu, K. Bioorg. Med. Chem. Lett. 2017, 27 (15), 3408–3411.
  29. "Site-selective Benzoin-type Cyclization of Unsymmetrical Dialdoses Catalyzed by N-Heterocyclic Carbenes for Divergent Cyclitol Synthesis." Kang, B.; Wang, Y.; Kuwano, S.; Yamaoka, Y.; Takasu, K.; Yamada, K. Chem. Commun. 2017, 53 (32), 4469–4472.
  30. "Phosphine-Promoted Migrative Cyclization of Sulfonylalkynol and Sulfonylalkynamide for the Synthesis of Oxa- and Azacycles." Wang, Y.; Oriez, R.; Oh, S.; Miyakawa, Y.; Yamaoka, Y.; Takasu, K.; Yamada, K. Heterocycles 2017, 95 (1) Special Issue, 413–421.
  31. "Use of a Catalytic Chiral Leaving Group for Asymmetric Substitutions at sp3-Hybridized Carbon Atoms: Kinetic Resolution of β-Amino Alcohols by p-Methoxybenzylation." Kuroda, Y.; Harada, S.; Oonishi, A.; Kiyama, H.; Yamaoka, Y.; Yamada, K.; Takasu, K. Angew. Chem. Int. Ed. 2016, 55 (42), 13137–13141.
  32. "Desymmetrization of Acid Anhydride with Asymmetric Esterification Catalyzed by Chiral Phosphoric Acid." Yamada, K.; Oonishi, A.; Kuroda, Y.; Harada, S.; Kiyama, H.; Yamaoka, Y.; Takasu, K. Tetrahedron Lett. 2016, 57 (36), 4098–4100.
  33. "Striking Difference between Succinimidomethyl and Phthalimidomethyl Radicals in Conjugate Addition to Alkylidenemalonate Initiated by Dimethylzinc." Yamada, K.; Matsumoto, Y.; Fujii, S.; Konishi, T.; Yamaoka, Y.; Takasu, K. J. Org. Chem. 2016, 81 (9), 3809–3817.
  34. "Oxa- and Azacycle-formation via Migrative Cyclization of Sulfonylalkynol and Sulfonylalkynamide with N-Heterocyclic Carbene." Wang, Y.; Oriez, R.; Kuwano, S.; Yamaoka, Y.; Takasu, K.; Yamada, K. J. Org. Chem. 2016, 81 (6), 2652–2664.
  35. "An Arylative Ring Expansion Cascade of Fused Cyclobutenes via Short-Lived Intermediates with Planar Chirality."" Arichi, N.; Yamada, K.; Yamaoka, Y.; Takasu, K. J. Am. Chem. Soc. 2015, 137 (30), 9579–9582.
  36. "Asymmetric Total Synthesis of Tylophorine via a Formal [2+2] Cycloaddition Followed by Migrative Ring Opening of a Cyclobutane." Yamaoka, Y.; Taniguchi, M.; Yamada, K.; Takasu, K. Synthesis 2015, 47 (18), 2819–2825.
  37. "Organocatalytic Activation of the Leaving Group in the Intramolecular Asymmetric SN2' Reaction." Kuroda, Y.; Harada, S.; Oonishi, A.; Yamaoka, Y.; Yamada, K.; Takasu, K. Angew. Chem. Int. Ed. 2015, 54 (28), 8263–8266.
  38. "Cyclic Model for the Asymmetric Conjugate Addition of Organolithium with Enoate." Nishimura, K.; Fukuyama, N.; Yamashita, M.; Sumiyoshi, T.; Yamamoto, Y.; Yamada, K.; Tomioka, K. Synthesis 2015, 47 (15), 2256–2264.
  39. "A Short Synthesis of (+)-β-Lycorane by Asymmetric Conjugate Addition Cascade." Nishimura, K.; Fukuyama, N.; Yasuhara, T.; Yamashita, M.; Sumiyoshi, T.; Yamamoto, Y.; Yamada, K.; Tomioka, K. Tetrahedron 2015, 71 (39), 7222–7226.
  40. "The Development of a Brønsted Acid-promoted Arene-Ynamide Cyclization toward the Total Syntheses of Marinoquinolines A and C, and Aplidiopsamine A." Yamaoka, Y.; Yoshida, T.; Shinozaki, M.; Yamada, K.; Takasu, K. J. Org. Chem. 2015, 80 (2), 957–964.
  41. "Hydrostannylation-Cross-Coupling Strategy for Stereoselective Synthesis of Alkylidenemalonates and Related α,β-Unsaturated Esters." Fujiwara, S.; Romain, C.; Yamaoka, Y.; Takasu, K.; Yamada, K. Eur. J. Org. Chem. 2015, (6), 1264–1272.
  42. "Synthesis of Steroidal Derivatives Bearing a Small Ring Using a Catalytic [2+2] Cycloaddition and a Ring-Contraction Rearrangement." Arichi, N.; Hata, K.; Takemoto, Y.; Yamada, K.; Yamaoka, Y.; Takasu, K. Tetrahedron 2015, 71 (2), 233–244.
  43. "Contiguous Radical Pivaloyloxymethylation-Directed C(sp3)-H Iodination of N-Tosyl Cycloalkanecarbaldimine." Fujii, S.; Nakano, M.; Yamaoka, Y.; Takasu, K.; Yamada, K.; Tomioka, K. Tetrahedron Lett. 2015, 56 (23), 3086–3089.
  44. "N-Heterocyclic Carbene-Catalyzed Benzoin Strategy for Divergent Synthesis of Cyclitol Derivatives from Alditols." Kang, B.; Sutou, T.; Wang, Y.; Kuwano, S.; Yamaoka, Y.; Takasu, K.; Yamada, K. Adv. Synth. Catal. 2015, 357 (1), 131–147.
  45. "Radical Aminomethylation of Imines." Fujii, S.; Konishi, T.; Matsumoto, Y.; Yamaoka, Y.; Takasu, K.; Yamada, K. J. Org. Chem. 2014, 79 (17), 8128–8133.
  46. "Equilibration of the [2+2] Cycloaddition of Silyl Enol Ethers Catalyzed by Ethylaluminium Dichloride: Diastereoselectivity Switch in the Synthesis of Fused Cyclobutanes." Hata, K.; Arichi, N.; Yamaoka, Y.; Yamada, K.; Takasu, K. Asian J. Org. Chem. 2014, 3 (6), 706–710.
  47. "Enhanced Rate and Selectivity by Carboxylate Salt as a Basic Co-catalyst in Chiral N-Heterocyclic Carbene-Catalyzed Asymmetric Acylation of Secondary Alcohols." Kuwano, S.; Harada, S.; Kang, B.; Oriez, R.; Yamaoka, Y.; Takasu, K.; Yamada, K. J. Am. Chem. Soc. 2013, 135 (31), 11485–11488.
  48. "Chiral Phosphoric Acid-Catalyzed Kinetic Resolution of Secondary Alcohols" Harada, S.; Kuwano, S.; Yamaoka, Y.; Yamada, K.; Takasu, K. Angew. Chem. Int. Ed. 2013, 52 (39), 10227–10230.
  49. "Synthesis of 2,3,4,5-Tetra-substituted Pyrroles via a Base-Promoted Double Michael Reaction of Oxime-enoates with Nitroolefins." Kuroda, Y.; Imaizumi, K.; Yamada, K.; Yamaoka, Y.; Takasu, K. Tetrahedron Lett. 2013, 54 (31), 4073–4075.
  50. "Critical Profiles of Chiral Diether-Mediated Asymmetric Conjugate Aminolithiation of Enoate with Lithium Amide as a Key to the Total Synthesis of (−)-Kopsinine." Harada, S.; Sakai, T.; Takasu, K.; Yamada, K.; Yamamoto, Y.; Tomioka, K. Tetrahedron 2013, 69 (15), 3264–3273.
  51. "Total Synthesis of (+)-trans-Dihydronarciclasine Utilizing Asymmetric Conjugate Addition." Yamada, K.; Mogi, Y.; Mohamed, M. A.; Takasu, K.; Tomioka, K. Org. Lett. 2012, 14 (23), 5868–5871.
  52. "General Entry to Asymmetric One-Pot [N+2+n] Cyclization for the Synthesis of Three- to Seven-Membered Azacycloalkanes." Harada, S.; Sakai, T.; Takasu, K.; Yamada, K.; Yamamoto, Y.; Tomioka, K. J. Org. Chem. 2012, 77 (17), 7212–7222.
  53. "Catalytic Asymmetric Synthesis of (S)-Laudanosine by Hydroamination." Ogata, T.; Kimachi, T.; Yamada, K.; Yamamoto, Y.; Tomioka, K. Heterocycles 2012, 86 (1), 469–485.
  54. "Total Synthesis of (−)-Kopsinine by an Asymmetric One-Pot [N+2+3] Cyclization." Harada, S.; Sakai, T.; Takasu, K.; Yamada, K.; Yamamoto, Y.; Tomioka, K. Chem. Asian J. 2012, 7 (10), 2196–2198.
  55. "Radical One-Pot α,β-Dual and β-Mono Oxymethylation of Alkylidenemalonate." Yamada, K.; Konishi, T.; Nakano, M.; Fujii, S.; Cadou, R.; Yamamoto, Y.; Tomioka, K. J. Org. Chem. 2012, 77 (13), 5775–5780.
  56. "Steric Tuning of Chiral C2-Symmetric NHC in Gold-Catalyzed Asymmetric Cyclization of 1,6-Enynes." Yamada, K.; Matsumoto, Y.; Selim, K. B.; Yamamoto, Y.; Tomioka, K. Tetrahedron 2012, 68 (22), 4159–4165.
  57. "High Performance of N-Alkoxycarbonyl-Imines in Triethylborane-Mediated Tin-Free Radical Addition." Yamada, K.; Konishi, T.; Nakano, M.; Fujii, S.; Cadou, R.; Yamamoto, Y.; Tomioka, K. J. Org. Chem. 2012, 77 (3), 1547–1553.
  58. "Chemoselective Conversion of α-Unbranched Aldehyde to Amide, Ester, and Carboxylic Acid by NHC-Catalysis." Kuwano, S.; Harada, S.; Oriez, R.; Yamada, K. Chem. Commun. 2012, 48 (1), 145–147.
  59. "Steric Influence of N-Phosphorus-arylimines on the Rhodium-Catalyzed Asymmetric Arylation." Hao, X.; Chen, Q.; Yamada, K.; Yamamoto, Y.; Tomioka, K. Tetrahedron 2011, 67 (35), 6469–6473.
  60. "Chiral N-Heterocyclic Carbene–Copper(I)-Catalyzed Asymmetric Allylic Arylation of Aliphatic Allylic Bromides: Steric and Electronic Effects on γ-Selectivity." Selim, K. B.; Nakanishi, H.; Matsumoto, Y.; Yamamoto, Y.; Yamada, K.; Tomioka, K. J. Org. Chem. 2011, 76 (5), 1398–1408.
  61. "Rhodium-Catalyzed Asymmetric Phenylation of N-Phosphinoylarylimines with Triphenylborane." Hao, X.; Chen, Q.; Kuriyama, M.; Yamada, K.; Yamamoto, Y.; Tomioka, K. Catal. Sci. Tech. 2011, 1 (1), 62–64.
  62. "Stereoselective Formal Synthesis of (+)-Allokainic Acid via Thiol-Mediated Acyl Radical Cyclization." Yamada, K.; Sato, T.; Hosoi, M.; Yamamoto, Y.; Tomioka, K. Chem. Pharm. Bull. 2010, 58 (11), 1511–1516.
  63. "Stereoselective Radical Addition of an Acetal to Sterically Tuned Enantiomerically Pure N-Sulfinyl Imines." Akindele, T.; Yamada, K.; Sejima, T.; Maekawa, M.; Yamamoto, Y.; Nakano, M.; Tomioka, K. Chem. Pharm. Bull. 2010, 58 (2), 265–269.
  64. "Chiral Carbene Approach to Gold-Catalyzed Asymmetric Cyclization of 1,6-Enynes." Matsumoto, Y.; Selim, K. B.; Nakanishi, H.; Yamada, K.; Yamamoto, Y.; Tomioka, K. Tetrahedron Lett. 2010, 51 (2), 404–406.
  65. "Efficient Chiral NHC-Copper(I)-Catalyzed Asymmetric Allylic Arylation with Aryl Grignard Reagents." Selim, K. B.; Matsumoto, Y.; Yamada, K.; Tomioka, K. Angew. Chem. Int. Ed. 2009, 48 (46), 8733–8735.
  66. "Steric Tuning of the Amidomonophosphane-Rhodium(I) Catalyst in Asymmetric Addition of Arylboroxines to N-Phosphinoyl Aldimines." Hao, X.; Kuriyama, M.; Chen, Q.; Yamamoto, Y.; Yamada, K.; Tomioka, K. Org. Lett. 2009, 11 (19), 4470–4473.
  67. "Iron Chloride Enhancement of Dimethylzinc-Mediated Radical Conjugate Addition of Ethers and an Amine to Alkylidenemalonates." Yamada, K.; Maekawa, M.; Yamamoto, Y.; Nakano, M.; Akindele, T.; Tomioka, K. Tetrahedron Lett. 2009, 50 (44), 6040–6043.
  68. "Chiral Amidophosphane-Rhodium(I)-Catalyzed Asymmetric Conjugate Arylation of Acyclic Enones with Arylboronic Acids." Chen, Q.; Kuriyama, M.; Hao, X.; Soeta, T.; Yamamoto, Y.; Yamada, K.; Tomioka, K. Chem. Pharm. Bull. 2009, 57 (9), 1024–1027.
  69. "Asymmetric Construction of Binaphthyl by the Chiral Diether-Mediated Conjugate Addition of Naphthyllithium to Naphthalenecarboxylic Acid BHA Ester." Shindo, M.; Yamamoto, Y.; Yamada, K.; Tomioka, K. Chem. Pharm. Bull. 2009, 57 (7), 752–754.
  70. "Accessing the Amide Functionality by the Mild and Low-Cost Oxidation of Imine." Mohamed, M. A.; Yamada, K.; Tomioka, K. Tetrahedron Lett. 2009, 50 (26), 3436–3438.
  71. "Total Synthesis of (−)-Lycorine and (−)-2-epi-Lycorine by Asymmetric Conjugate Addition Cascade." Yamada, K.; Yamashita, M.; Sumiyoshi, T.; Nishimura, K.; Tomioka, K. Org. Lett. 2009, 11 (7), 1631–1633.
  72. "Tandem Conjugate Addition–Aldol Cyclization of 2-Formylbenzylidenemalonate with Ether Radicals by the Mediation of Dimethylzinc." Yamada, K.; Maekawa, M.; Akindele, T.; Yamamoto, Y.; Nakano, M.; Tomioka, K. Tetrahedron 2009, 65 (4), 903–908.
  73. "Chemoselective Conjugate Addition of Dimethylzinc-Mediated Ether and Acetal Radicals to Alkylidenemalonates and Asymmetric Reactions." Yamada, K.; Maekawa, M.; Akindele, T.; Nakano, M.; Yamamoto, Y.; Tomioka, K. J. Org. Chem. 2008, 73 (24), 9535–9538.
  74. "Tin-free Radical Addition of Acyloxymethyl to Imines." Yamada, K.; Nakano, M.; Maekawa, M.; Akindele, T.; Tomioka, K. Org. Lett. 2008, 10 (17), 3805–3808.
  75. "Copper-Catalyzed Asymmetric Allylic Substitution with Aryl and Ethyl Grignard Reagents." Selim, K. B.; Yamada, K.; Tomioka, K. Chem. Commun. 2008, (41), 5140–5142.
  76. "Conjugate Addition of THF-2-yl Radical with α,β-Unsaturated N-Tosyl Imines Using a Dimethylzinc–Air Initiator." Yamada, K.; Umeki, H.; Maekawa, M.; Yamamoto, Y.; Akindele, T.; Nakano, M.; Tomioka, K. Tetrahedron 2008, 64 (30–31), 7258–7265.
  77. "C2 Symmetric Chiral NHC Ligand for Asymmetric Quaternary Carbon Constructing Copper-Catalyzed Conjugate Addition of Grignard Reagents to 3-Substituted Cyclohexenones." Matsumoto, Y.; Yamada, K.; Tomioka, K. J. Org. Chem. 2008, 73 (12), 4578–4581.
  78. "Base-Induced Sequential Cyclization-Rearrangement of Enantioenriched 3-Aminoalkanoates to Five- and Seven-Membered Lactam." Sakai, T.; Yamada, K.; Tomioka, K. Chem. Asian J. 2008, 3 (8), 1486–1493.
  79. "Amidophosphane–Copper(I)-Catalyzed Asymmetric Conjugate Addition of Dialkylzinc Reagents to Racemic 6-Substituted Cyclohexenones to Form 2,5-Di- and 2,2,5-Trisubstituted Cyclohexanones." Selim, K.; Soeta, T.; Yamada, K.; Tomioka, K. Chem. Asian J. 2008, 3 (2), 342–350.
  80. "Asymmetric Radical Addition of Ethers to Enantiopure N-p-Toluenesulfinyl Aldimines, Mediated by Dimethylzinc–Air." Akindele, T.; Yamamoto, Y.; Maekawa, M.; Umeki, H.; Yamada, K.; Tomioka, K. Org. Lett. 2006, 8 (25), 5729–5732.
  81. "Efficient Catalytic Asymmetric Synthesis of trans-2-Substituted 5-Arylcyclohexanones by Rhodium-Catalyzed Conjugate Arylation of Racemic 6-Substituted Cyclohexenones." Chen. Q.; Soeta, T.; Kuriyama, M.; Yamada, K.; Tomioka, K. Adv. Synth. Catal. 2006, 348 (18), 2604–2608.
  82. "Tin-free Intermolecular Addition of Primary Alkyls to Imines via Dimethylzinc–Air Radical Process." Yamada, K.; Yamamoto, Y.; Maekawa, M.; Akindele, T.; Umeki, H.; Tomioka, K. Org. Lett. 2006, 8 (1), 87–89.
  83. "Asymmetric Mannich-Type Addition of Lithium Glycolates to Imines Producing 3-Hydroxy-4-Phenylazetidin-2-Ones." Fujieda, H.; Hata, S.; Yamada, K.; Tomioka, K. Heterocycles 2005, 66 (Prof. Kenji Koga's Memorial issue), 611–619.
  84. "Asymmetric Synthesis of 5-Arylcyclohexenones by Rhodium(I)-Catalyzed Conjugate Arylation of Racemic 5-(Trimethylsilyl)cyclohexenone with Arylboronic Acids." Chen. Q.; Kuriyama, M.; Soeta, T.; Hao, X.; Yamada, K.; Tomioka, K. Org. Lett. 2005, 7 (20), 4439–4441.
  85. "Catalytic Asymmetric Addition of Terminal Alkynes to Aldehydes Mediated by (1R,2R)-2-Dimethylamino-1,2-diphenylethanol." Yamashita, M.; Yamada, K.; Tomioka, K. Adv. Synth. Catal. 2005, 347 (11–13), 1649–1652
  86. "Chiral Amidophosphane–Copper Catalyzed Asymmetric Conjugate Addition of Dialkylzinc Reagents to Nitroalkenes." Valleix, F.; Nagai, K.; Soeta, T.; Kuriyaa, M.; Yamada, K.; Tomioka, K. Tetrahedron 2005, 61 (31), 7420–7424.
  87. "Chiral Amino Alcohol-Mediated Asymmetric Conjugate Addition of Arylalkynes to Nitroolefins." Yamashita, M.; Yamada, K.; Tomioka, K. Org. Lett. 2005, 7 (12), 2369–2371.
  88. "Mechanistic Aspects of Thiyl Radical-Promoted Acyl Radical Cyclization of Formylenoate — Cyclization versus Oxidation." Yoshikai, K.; Hayama, T.; Nishimura, K.; Yamada, K.; Tomioka, K. Chem. Pharm. Bull. 2005, 53 (5), 586–588.
  89. "Thiol-Catalyzed Acyl Radical Cyclization of Alkenals." Yoshikai, K.; Hayama, T.; Nishimura, K.; Yamada, K.; Tomioka, K. J. Org. Chem. 2005, 70 (2), 681–683.
  90. "Dimethylzinc-Initiated Radical Reaction of Cyclic Ethers with Arylamines, Alkoxyamines, and Dialkylhydrazines." Yamamoto, Y.; Maekawa, M.; Akindele, T.; Yamada, K.; Tomioka, K. Tetrahedron 2005, 61 (2), 379–384.
  91. "Structure Tuning of Lithium Amide for Asymmetric 1,4-Addition to Cinnamate and Subsequent Demasking." Sakai, T.; Doi, M.; Kawamoto, Y.; Yamada, K.; Tomioka, K. Tetrahedron Lett. 2004, 45 (50), 9261–9263.
  92. "Direct Aminoalkylation of Cycloalkanes through Dimethylzinc-Initiated Radical Process." Yamada, K.; Yamamoto, Y.; Maekawa, M.; Chen, J.; Tomioka, K. Tetrahedron Lett. 2004, 45 (35), 1471–1475.
  93. "N-Allyl-N-tert-butyldimethylsilylamine for Chiral Ligand-Controlled Asymmetric Conjugate Addition to tert-Butyl Alkenoates." Doi, H.; Sakai, T.; Yamada, K.; Tomioka, K. Chem. Commun. 2004, (16), 1850–1851.
  94. "Catalytic Enhancement Effect of a Chiral Ligand on the Asymmetric Mannich-Type Reactions of Menthyl Alkanoates with Aldimines." Hata, S.; Iwasawa, T.; Iguchi, M.; Yamada, K.; Tomioka, K. Synthesis 2004, (9), 1471–1475.
  95. "Lithium Amide-Assisted Asymmetric Mannich-Type Reactions of Menthyl Acetate with PMP-Aldimines." Hata, S.; Iguchi, M.; Iwasawa, T.; Yamada, K.; Tomioka, K. Org. Lett. 2004, 6 (11), 1721–1723.
  96. "Improved Asymmetric Synthesis of Dopamine D1 Full Agonist, Dihydrexidine, Employing Chiral Ligand-Controlled Asymmetric Conjugate Addition of Aryllithium to a Nitroalkene." Yamashita, M.; Yamada, K.; Tomioka, K. Tetrahedron 2004, 60 (19), 4237–4242.
  97. "Efficient Synthesis of (±)-γ-Lycorane Employing Stereoselective Conjugate Addition to Nitroolefin." Yasuhara, T.; Osafune, E.; Nishimura, K.; Yamashita, M.; Yamada, K.; Muraoka, O.; Tomioka, K. Tetrahedron Lett. 2004, 45 (15), 3043–3045.
  98. "Construction of Arene-Fused-Piperidine Motifs by Asymmetric Addition of 2-Trityloxymethylaryllithiums to Nitroalkenes: The Asymmetric Synthesis of a Dopamine D1 Full Agonist, A-86929." Yamashita, M.; Yamada, K.; Tomioka, K. J. Am. Chem. Soc. 2004, 126 (7), 1954–1955.
  99. "Introduction of Functionalized C1, C2, and C3 Units to Imines through the Dimethylzinc–Air-Initiated Radical Addition." Yamada, K.; Yamamoto, Y.; Maekawa, M.; Tomioka, K. J. Org. Chem. 2004, 69 (5), 1531–1534.
  100. "Unexpected Reaction of a Dimethylzinc-generated THF Radical with Aldehyde." Yamamoto, Y.; Yamada, K.; Tomioka, K. Tetrahedron Lett. 2004, 45, 795–797.
  101. "Initiator Dependent Chemoselective Addition of THF Radical to Aldehyde and Alidimine, and Its Application to Three-Component Reaction." Yamada, K.; Yamamoto, Y.; Tomioka, K. Org. Lett. 2003, 5 (10), 1797–1799.
  102. "Total Synthesis of (±)-α- and β-Lycoranes by Sequential Chemoselective Conjugate Addition–Stereoselective Nitro-Michael Cyclization of an ω-Nitro-α,β,ψ,ω-unsaturated Ester." Yasuhara, T.; Nishimura, K.; Yamashita, M.; Fukuyama, N.; Yamada, K.; Muraoka, O.; Tomioka, K. Org. Lett. 2003, 5 (7), 1123–1126.
  103. "Chiral Ligand-Controlled Asymmetric Conjugate Addition of Lithium Amides to Enoates." Doi, H.; Sakai, T.; Iguchi, M.; Yamada, K.; Tomioka, K. J. Am. Chem. Soc. 2003, 125 (10), 2886–2887.
  104. "Radical Addition of Ethers to Imines Initiated by Dimethylzinc." Yamada, K.; Fujihara, H.; Yamamoto, Y.; Miwa, Y.; Taga, T.; Tomioka, K. Org. Lett. 2002, 4 (20), 3509–3511.
  105. "Hemilabile Amidomonophosphine Ligand-Rhodium(I) Complex-Caalyzed Asymmetric 1,4-Addition of Arylboronic Acids to Cycloalkenes." Kuriyama, M.; Nagai, K.; Yamada, K.; Miwa, Y.; Taga, T.; Tomioka, K. J. Am. Chem. Soc. 2002, 124 (30), 8932–8939.
  106. "Catalytic Asymmetric Syntheses of ICI-199441 and CP-99994 Using Nitro-Mannich Reaction." Tsuritani, N.; Yamada, K.; Yoshikawa, N.; Shibasaki, M. Chem. Lett. 2002, (3), 276–277.
  107. "Efficient Chiral Amidophosphine Ligand for Copper-catalyzed Asymmetric Addition of Diethylzinc to N-Sulfonylimines." Nagai, K.; Fujihara, H.; Kuriyama, M.; Yamada, K.; Tomioka, K. Chem. Lett. 2002, (1), 8–9.
  108. "The First Asymmetric Synthesis of a Dopamine D1 Agonist, Dihydrexidine, Employing Asymmetric Conjugate Addition Technology." Asano, Y.; Yamashita, M.; Nagai, K.; Kuriyama, M.; Yamada, K.; Tomioka, K. Tetrahedron Lett. 2001, 42 (48), 8493–8495.
  109. "Electronic and Steric Control in Regioselective Addition Reactions of Organolithium Reagents with Enaldimines." Tomioka, K.; Shioya, Y.; Nagaoka, Y.; Yamada, K. J. Org. Chem. 2001, 66 (21), 7051–7054.
  110. "The First Enantioselective and Diastereoselective Catalytic Nitro-Mannich Reaction: A New Entry to Chiral Vicinal Diamines." Yamada, K.; Moll, G.; Shibasaki, M. Synlett 2001, SI, 980–982.
  111. "The First Catalytic Asymmetric Nitro-Mannich-Type Reaction Promoted by a New Heterobimetallic Complex." Yamada, K.; Harwood, S. J.; Gröger, H.; Shibasaki, M. Angew. Chem. Int. Ed. 1999, 38 (23), 3504–3506.
  112. "A Catalytic Asymmetric Synthesis of 11-Deoxy-PGF1α Using ALB, a Heterobimetallic Multifunctional Asymmetric Complex." Yamada, K.; Arai, T.; Sasai, H.; Shibasaki, M. J. Org. Chem. 1998, 63 (11), 3666–3672.

Review Articles

  1. "Remote Electronic Tuning for High-performance N-Heterocyclic Carbene Catalysis." Inokuma, T.; Yamada, K. J. Synth. Org. Chem. Jpn. 2024, 82 (3), 222-233.
  2. "Remote Electronic Tuning of Chiral N-Heterocyclic Carbenes." Inokuma, T.; Yamada, K. Chem. Rec. 2023, 23 (7), Special Issue: Organocatalysis, e202300103.
  3. "Asymmetric Substitution Reactions Catalyzed by a Chiral Phosphoric Acid." Kuroda, Y.; Harada, S.; Yamada, K.; Takasu, K. J. Synth. Org. Chem., Jpn. 2018, 76 (4), 325–335.
  4. "Exploration of Dimethylzinc-Mediated Radical Reactions." Yamada, K.; Tomioka, K. Chem. Rec. 2015, 15 (5), 854–871.
  5. "Dimethylzinc Initiated Radical Reactions." Akindele, T.; Yamada, K.; Tomioka, K. Acc. Chem. Res. 2009, 42 (2), 345–355.
  6. "Copper-Catalyzed Asymmetric Alkylation of Imines with Dialkylzinc and Related Reactions." Yamada, K.; Tomioka, K. Chem. Rev. 2008, 108 (8), 2874–2886.
  7. "Radical Reactions Initiated by Dimethylzinc." Yamada, K.; Yamamoto, Y.; Tomioka, K. J. Synth. Org. Chem., Jpn. 2004, 62 (11), 1158–1165.

Book Chapters

  1. "Copper-Catalyzed Asymmetric Addition Reaction of Imines" Tomioka, K.; Yamada, K.; Yamamoto, Y. in Copper-Catalyzed Asymmetric Synthesis; Alexakis, A., Krause, N., Woodward, S., Eds.; Wiley-VCH, 2014; pp 239–266.
  2. "C–C Bond Formation (Transition Metal-Catalyzed Michael)." Tomioka, K.; Yamamoto, Y.; Yamada, K. in Comprehensive Chirality; Carreira, E. M., Yamamoto, H., Eds.; Elsevier: Amsterdam, 2012; Vol. 4, pp 122–131.
  3. "Stoichiometric Auxiliary Ligands for Metals and Main Group Elements: Ligands for Lithium." Tomioka, K.; Yamamoto, Y.; Yamada, K. in Comprehensive Chirality; Carreira, E. M., Yamamoto, H., Eds.; Elsevier: Amsterdam, 2012; Vol. 3, pp 626–654.
  4. 使える！有機合成反応241実践ガイド（分担）；丸岡啓二，野崎京子，石井康敬，大寺純蔵，富岡清（編著）；化学同人，2010．
  5. "Addition of Organolithium Reagents to Double Bonds." Yamataka, H.; Yamada, K.; Tomioka, K. in The Chemistry of Organolithium Compounds; Rappoport, Z., Marek, I., Eds.; Part 1, Chapter 14, Wiley, 2004.
  6. "Enantioselective Conjugate Addition and 1,2-Addition to C=N of Organolithium Reagents." Iguchi, M.; Yamada, K.; Tomioka, K. in Organolithiums in Enantioselective Synthesis; Topics in Organometallic Chemistry 5; Hodgson, D. M., Ed; Springer, 2003; pp 37–59.
  7. "Lanthanide Lewis Acids Catalysis." Shibasaki, M.; Yamada, K.; Yoshikawa, N. in Lewis Acids in Organic Synthesis; Yamamoto, H., Ed.; Wiley-VCH, 2000; Vol. 2, pp 911–944.

Translation of Book Chapters

  1. 人名反応に学ぶ有機合成戦略（分担）；富岡清（監訳）；化学同人，2008．
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