Curriculum Vitae (K. Sakaguchi)

Business address

Department of Chemistry, Graduate School of Science, Osaka Metropolitan University
3-3-138 Sugimoto Sumiyoshi-ku, Osaka 558-8585, Japan
TEL: +81-6- 6605-3056/2564
E-mail: sakaguch@omu.ac.jp

Personal data

Born: 9 April 1959, Osaka, Japan

Education

Received MS, Osaka City University, 1986.
Received BS, Kwansei Gakuin University, 1984.

Company

April 1986 – March 1994, Osaka Soda Co., Ltd.

Professional Career

October 2000 to present, Associate Professor, Osaka City University, Department of Material Science, Graduate School of Science
October 1995 – September 2000, Associate Professor, Osaka City University, Department of Material Science, Faculty of Science
April 1994 – September 1995, Lecturer, Osaka City University, Department of Material Science, Faculty of Science

Ph.D.

Received Ph. D., Osaka City University, 1993.

Awards

Invention Award (Osaka Soda Co., Ltd.), 1990

Original Article

60. Synthesis of Tricyclic Fused 6–5–4 Carbocycles via Acid-Promoted Cascade Intramolecular Cyclization of Allenylsilane-Tethered Cyclohexadienones, Y. Iwakiri, R. Kishimoto, K. Sakaguchi, T. Nishimura, Org. Lett. 2024, 26, 3475–3480. DOI: 10.1021/acs.orglett.4c01108
59. Synthesis of Chiral Spiro[4.5]decadienones via Chirality-transferring Oxidative Intramolecular Cyclization of Allenylsilane-tethered Phenols, R. Kishimoto, Y. Iwakiri, K. Sakaguchi, T. Nishimura, Synthesis 2023, 55, 2713–2729. DOI: 10.1055/a-2075-3258
58. Stereoselective Synthesis of Polysubstituted Tetrahydropyranones via Acid-Promoted Cyclization of β‑Silyl-γ-ethylidene-γ-butyrolactones with Aldehydes and Ketones, S. Ariyoshi, K. Sakaguchi, T. Nishimura, J. Org. Chem. 2021, 86, 11884–11894. DOI: 10.1021/acs.joc.1c01284
57. Synthesis of Allene-containing Apocarotenoids by Cross-coupling Strategy, K. Sakaguchi, Y. Nishioka, N. Kinashi, N. Yukihira, T. Shinada, T. Nishimura, H. Hashimoto, S. Katsumura, Synthesis 2020, 52, 3007–3017. DOI: 10.1055/s-0040-1707906
56. Acid-Catalyzed Chirality-Transferring Intramolecular Friedel–Crafts Cyclization of a-Hydroxy-a-alkenylsilanes, K. Sakaguchi, S. Kubota, W. Akagi, N. Ikeda, M. Higashino, S. Ariyoshi, T. Shinada, Y. Ohfune, T. Nishimura, Chem. Commun. 2019, 55, 8635–8638. DOI: 10.1039/c9cc03509e
55. Stereocontrolled Synthesis of 19’-Deoxyperidinin. N. Kinashi, S. Katsumura, T. Shinada, K. Sakaguchi, Org. Lett. 2018, 20, 582–585. DOI: 10.1021/acs.orglett.7b03695
54. Total synthesis of apocarotenoid, paracentrone, for elucidation of marine photosynthetic energy-transfer mechanism. Y. Nishioka, Y. Yano, T. Shinada, T. Nishimura, H. Hashimoto, S. Katsumura, K. Sakaguchi, Carotenoid Science 2018, 22, 56–60.
53. Stereocontrolled Synthesis of Paracentrone, Y. Nishioka, Y. Yano, N. Kinashi, N. Oku, Y. Toriyama, S. Katsumura, T. Shinada, K. Sakaguchi, Synlett 2017, 28, 327-332. DOI: 10.1055/s-0036-1588906
52. Strategies to enhance the excitation energy-transfer efficiency in the light-harvesting system using the intra-molecular charge transfer character of carotenoids, N. Yukihira, Y. Sugai, M. Fujiwara, D. Kosumi, M. Iha, K. Sakaguchi, S. Katsumura, A. T. Gardiner, R. J. Cogdell, H. Hashimoto, Faraday Discuss. 2017, 198, 59-71. DOI: 10.1039/C6FD00211K
51. Excited State Properties of β-Carotene Analogs Incorporating a Lactone Ring. D. Kosumi, T. Kajikawa, K. Sakaguchi, S. Katsumura, H. Hashimoto, Phys. Chem. Chem. Phys., 2017, 19, 3000-3009. DOI: 10.1039/c6cp06828f
50. Preparation of E-α-Stannyl-β-trimethylsilylethynylacrylate, Building Block for Polyconjugated Ylidenebutenolide and Its Derivatives, by Novel E-Selective Ethynylstannylation of Propiolate. N. Kinashi, K. Sakaguchi, S. Katsumura, T. Shinada, Tetrahedron Lett. 2016, 57, 129-132. DOI: 10.1016/j.tetlet.2015.11.079
49. Excited State Properties of β-Carotene Analogs Incorporating a Lactone Ring. D. Kosumi, T. Kajikawa, K. Sakaguchi, S. Katsumura, H. Hashimoto, Carotenoid Science 2016, 21, 36-41.
48. Spectroscopic Investigation of the Carotenoid Deoxyperidinin: Direct Observation of the Forbidden S0 → S1 Transition, J. A. Greco, A. M. LaFountain,1 N. Kinashi, T. Shinada, K. Sakaguchi, S. Katsumura, N. C. M. Magdaong, D. M. Niedzwiedzki, R. R. Birge, H. A. Frank, J. Phys. Chem. B. 2016, 120, 2731-2744. DOI: 10.1021/acs.jpcb.6b00439
47. Straightforward Synthesis of fucoxanthin short-chain derivatives via modified-Julia olefination. S. Okumura, T. Kajikawa, K. Yano, K. Sakaguchi, D. Kosumi, H. Hashimoto, S. Katsumura, Tetrahedron Lett. 2014, 55, 407-410. DOI: 10.1016/j.tetlet.2013.11.043
46. Excited state properties of a short π-electron conjugated peridinin analogue. N. M. Magdaong, D. M. Niedzwiedzki, J. A. Greco, H. Liu, K. Yano, T. Kajikawa, K. Sakaguchi, S. Katsumura, R. R. Birge, H. A. Frank, Chem. Phys. Lett. 2014, 593, 132-139. DOI: 10.1016/j.cplett.2014.01.002
45. Elucidation and Control of an Intramolecular Charge Transfer Property of Fucoxanthin by a Modification of Its Polyene Chain Length. D. Kosumi, T. Kajikawa, S. Okumura, M. Sugisaki, K. Sakaguchi, S. Katsumura, H. Hashimoto, J. Phys. Chem. Lett. 2014, 5 792-797. DOI: 10.1021/jz5000287
44. Roles of Allene-group in an Intramolecular Charge Transfer Character of a Short Fucoxanthin Homologs as Revealed by Femtosecond Pump-probe Spectroscopy. D. Kosumi, T. Kajikawa, K. Yano, S. Okumura, M. Sugisaki, K. Sakaguchi, S. Katsumura, H. Hashimoto, Chem. Phys. Lett. 2014, 602, 75-79. DOI: 10.1016/j.cplett.2014.04.022
43. Ultrafast excited state dynamics of marine carotenoid fucoxanthin and its homologues. H. Hashimoto, D. Kosumi, R. Fujii, M. Sugisaki, M. Iha, K. Sakaguchi, S. Katsumura, Carotenoid Science 2014, 19, 4.
42. Regioselective Prins Cyclization of Allenylsilanes. Stereoselective Formation of Multi-Substituted Heterocyclic Compounds. T. Okada, A. Shimoda, T. Shinada, K. Sakaguchi, Y. Ohfune, Org. Lett. 2012, 14, 6130-6133. DOI: 10.1021/ol302669q
41. Stereoselective Anti-SN2’ Mitsunobu Reaction of α-Hydroxy-α-alkenylsilanes. M. Higashino, N. Ikeda, T. Shinada, K. Sakaguchi, Y. Ohfune, Tetrahedron Lett. 2011, 52, 422-425. DOI: 10.1016/j.tetlet.2010.11.080
40. Au-Catalyzed cyclization of allenylsilanes. Regioselective conversion to 2-amino-4-silylmethylene γ-butyrolactone. T. Okada, K. Sakaguchi, T. Shinada, Y. Ohfune, Tetrahedron Lett. 2011, 52, 5740-5743. DOI: 10.1016/j.tetlet.2011.07.144
39. Total Synthesis of (-)-funebrine via Au-catalyzed regio- and stereoselective γ-butyrolactonization of allenylsilane. T. Okada, K. Sakaguchi, T. Shinada, Y. Ohfune, Tetrahedron Lett. 2011, 52, 5744-5746. DOI: 10.1016/j.tetlet.2011.08.050
38. Synthesis of optically active α-(allenyl)- and α-substituted-α-(allenyl)glycines. T. Okada, N. Oda, H. Suzuki, K. Sakaguchi, Y. Ohfune, Tetrahedron Lett. 2010, 51, 3765-3768. DOI: 10.1016/j.tetlet.2010.05.042
37. Concise Asymmetric Synthesis of Configurationally Stable 4-Trifluoromethyl Thalidomide. V. A. Soloshonok, T. Yamada, K. Sakaguchi, Y. Ohfune, Future Medicinal Chemistry 2009, 1, 897-908. DOI: 10.4155/FMC.09.63
36. Total Synthesis of (-)-Amathaspiramide F. K. Sakaguchi, M. Ayabe, Y. Watanabe, T. Okada, K. Kawamura, T. Shinada, Y. Ohfune, Tetrahedron 2009, 65, 10355-10364. DOI: 10.1016/j.tet.2009.10.051
35. Au(I)-catalyzed efficient Synthesis of α-acyloxy-α’-silyl ketones from α-acyloxy-α-alkynylsilanes. K. Sakaguchi, T. Okada, T. Shinada, Y. Ohfune, Tetrahedron Lett. 2008, 49, 25-28. DOI: 10.1016/j.tetlet.2007.11.023
34. Total Synthesis of (-)-Amathaspiramide F. K. Sakaguchi, M. Ayabe, Y. Watanabe, T. Okada, K. Kawamura, T. Shinada, Y. Ohfune, Org. Lett. 2008, 10, 5449-5452. (Synfacts, 2009, 6, 595.) DOI: 10.1021/ol802179e
33. Efficient asymmetric Synthesis of functionalized pyroglutamate core unit common to oxazolomycin and neooxazolomycin using Michael reaction of nucleophilic glycine Schiff base with α,β-disubstituted acrylate. T. Yamada, K. Sakaguchi, T. Shinada, Y. Ohfune, V. A. Soloshonok, Tetrahedron: Asymmetry 2008, 19, 2789-2795. DOI: 10.1016/j.tetasy.2008.11.036
32. Palladium-catalyzed intramolecular olefin insertion reaction of α-alkenyl-α-acyloxytrialkylsilane. Synthesis of optically active carbocycle. K. Sakaguchi, T. Okada, T, Yamada, Y. Ohfune, Tetrahedron Lett. 2007, 48, 3925-3928. DOI: 10.1016/j.tetlet.2007.03.029
31. Ester-enolate Claisen rearrangement of proline-containing α-acyloxy-α-vinylsilane. Synthesis of pyrrolidinr-fused glutamate analogs. K. Sakaguchi, M. Yamamoto, Y. Watanabe, Y. Ohfune, Tetrahedron Lett. 2007, 48, 4821-4824. DOI: 10.1016/j.tetlet.2007.05.066
30. Efficient Asymmetric Synthesis of Novel 4-Substituted and Configurationally Stable Analogs of Thalidomide. T. Yamada, T. Okada, K. Sakaguchi, Y. Ohfune, H. Ueki, V. A. Soloshonok, Org. Lett. 2006, 8, 5625-5628. DOI: 10.1021/ol0623668
29. Palladium-catalyzed allylic alkylation of optically active α-alkenyl-α-acyloxytrialkylsilane. K. Sakaguchi, T. Yamada, Y. Ohfune, Tetrahedron Lett. 2005, 46, 5009-5012. DOI: 10.1016/j.tetlet.2005.05.076
28. Synthesis of Optically Active β-Alkyl Aspartate via [3,3] Sigmatropic Rearrangement of α-Acyloxytrialkylsilane. K. Sakaguchi, M. Yamamoto, T. Kawamoto, T. Yamada, T. Shinada, K. Shimamoto, Y. Ohfune, Tetrahedron Lett. 2004, 45, 5869-5872. DOI: 10.1016/j.tetlet.2004.05.157
27. Acid-Catalyzed Rearrangement of α-Hydroxytrialkylsilanes. K. Sakaguchi, M. Higashino, Y. Ohfune, Tetrahedron 2003, 59, 6647-6658. DOI: 10.1016/S0040-4020(03)00952-9
26. Total Synthesis and determination of the stereochemistry of 2-amino-3-cyclopropylbutanoic acid, a novel plant growth regulator isolated from the mushroom Amanita castanopsidis Hongo. Y. Morimoto, M. Takaishi, T. Kinoshita, K. Sakaguchi, K. Shibata, Chem. Commun. 2002, 42-43. DOI: 10.1039/b108752e
25. Chirality Transferring [3,3] Sigmatropic Rearrangement of (1-Acyloxy-2-alkenyl)trialkylsilane. Synthesis of Optically Active Vinylsilane-Containing α-Amino Acid. K. Sakaguchi, H. Suzuki, Y. Ohfune, Chirality 2001, 13, 357-365. DOI: 10.1002/chir.1045
24. Efficient Synthesis of EDO-S,S-DMEDT-TTF, a Potent Organic-Donor for Synthetic Metals. T. Konoike, K. Namba, T. Shinada, K. Sakaguchi, G. C. Papavassiliou, K. Murata, Y. Ohfune, Synlett 2001, 1476-1478.
23. Reverse Brook Rearrangement of 2-Alkynyl Trialkylsilyl Ether. Synthesis of Optically Active (1-Hydroxy-2-alkynyl)trialkylsilane. K. Sakaguchi, M. Fujita, H. Suzuki, M. Higashino, Y. Ohfune, Tetrahedron Lett. 2000, 41, 6589-6592. DOI: 10.1016/S0040-4039(00)01086-8
22. Syntheses of Optically Active 2-Substituted Cyclopropanecarboxylic Acids from Chiral α-Hydroxysilane Derivatives. K. Sakaguchi, H. Mano, Y. Ohfune, Tetrahedron Lett. 1998, 39, 4311-4312. DOI: 10.1016/S0040-4039(98)00759-X
21. Acid-Catalyzed Rearrangement of α-Hydroxycyclopropylsilanes. K. Sakaguchi, M. Fujita, Y. Ohfune, Tetrahedron Lett. 1998, 39, 4313-4316. DOI: 10.1016/S0040-4039(98)00760-6
20. A Relaxation of Tilt Angle in a Ferroelectric Liquid Crystal Studied by Time-Resolved FT-IR. T. Matsumoto, K. Sakaguchi, A. Yasuda, Y. Ozaki, Fourier Transform Spectroscopy 1998, 385-387.
19. Pd-C Assisted Synthesis of cis-2,4-Disubstituted-γ-Butyrolactones and their Properties for Ferroelectric Liquid Crystals. K. Sakaguchi, Y. Kawamura, S. Saito, Y. Ohfune, Synlett 1997, 624-626.
18. Olefination of Dialkyl Squarates by Wittig and Horner-Emmons Reactions. Facile Synthesis of 3,4-Dioxo-1-Cyclobutene-1-Acetic Acid Esters. K. Hayashi, T. Shinada, K. Sakaguchi, M. Horikawa, Y. Ohfune, Tetrahedron Lett. 1997, 38, 7091-7094. DOI: 10.1016/S0040-4039(97)01656-0
17. Synthesis of ()-Crotomachlin. T. Teramoto, H. Morita, T, Yuno, S. Katsumura, K. Sakaguchi, S. Isoe, Synlett 1996, 141-142.
16. Synthesis of Both Enantiomers of Halitunal. K. Shimano, Y. Ge, K. Sakaguchi, S. Isoe, Tetrahedron Lett. 1996, 37, 2253-2256. DOI: 10.1016/0040-4039(96)00268-7
15. Stereoselective Synthesis of Marine Natural Product, ()-6β-Isovaleroxylabda-8,13-diene-7α,15-diol. Wei-guo Gao, K. Sakaguchi, S. Isoe, and Y. Ohfune, Tetrahedron Lett. 1996, 37, 7071-7074. DOI: 10.1016/0040-4039(96)01555-9
14. 2,4-Disubstituted-γ-Butyrolactones for FLC. Ferroelectric Properties Effected by Alkyl Length between Chiral Carbon and Core Part. K. Sakaguchi, Y. Kawamura, Y. Ohfune, S. Saito, IDW 1996, 1, 225-228.
13. Ferroelectric Liquid Crystals Mixtures Containing New Chiral γ-Lactone Compounds. M. Koden, M. Shiomi, K. Tamai, T. Wada, K. Sakaguchi, Y. Shiomi, Journal of the SID 1993, 1/3, 283-288.
12. An Efficient Synthesis of (R)-Carnitine. N. Kasai and K. Sakaguchi, Tetrahedron Lett. 1992, 33, 1211-1212. DOI: 10.1016/S0040-4039(00)91898-7
11. New Materials for Ferroelectric Liquid Crystals. Novel Compounds Containing Chiral γ-Lactone Ring. K. Sakaguchi, T. Kitamura, Ferroelectrics 1991, 114, 265-272. DOI: 10.1080/00150199108221589
10. Synthesis and Properties of Optically Active α-Alkyl-γ-aryloxymethyl-γ-lactones as Chiral Dopants for Ferroelectric Liquid Crystals. K. Sakaguchi, Y. Shiomi, T. Kitamura, M. Koden, T. Kuratate, K. Nakagawa, Chem. Lett. 1991, 1109-1112. DOI: 10.1246/cl.1991.1109
9. Synthesis and Properties of Optically Active α-Aryl-γ-alkyl-γ-lactones as Chiral Dopants for Ferroelectric Liquid Crystals. K. Sakaguchi, T. Kitamura, Y. Shiomi, M. Koden, T. Kuratate, Chem. Lett. 1991, 1383-1386. DOI: 10.1246/cl.1991.1383
8. Chiral γ-Lactones for Ferroelectric Liquid Crystals. The Relationship Between The Molecular Structure and the Properties. K. Sakaguchi, Y. Shiomi, M. Koden, T. Kuratate, Ferroelectrics 1991, 121, 205-211. DOI: 10.1080/00150199108217624
7. Relationship Between Molecular Structure and Spontaneous Polarization for Optically Active γ-Lactone Derivatives. M. Koden, T. Kuratate, F. Funada, K. Awane, K. Sakaguchi, Y. Shiomi, Mol. Cryst. Liq. Cryst. Letters 1990, 7(1), 79-86.
6. Ferroelectric Liquid Crystals Incorporating the Optically Active γ-Lactone Ring. M. Koden, T. Kuratate, F. Funada, K. Awane, K. Sakaguchi, Y. Shiomi, T. Kitamura, Jpn. J. Appl. Phys. 1990, 29, L981-983. DOI: 10.1143/JJAP.29.L981
5. Fast-Swiching Ferroelectric Liquid Crystal Mixtures Containing Optically Active γ-Lactone Derivatives. M. Koden, T. Kuratate, F. Funada, K. Sakaguchi, Y. Takehira, T. Kitamura, Jpn. Display 1989, 34-35.
4. Formal [2+2+2] Cycloaddition of Molecular Oxygen, 1,3-Diketone, and Olefin. Synthesis and Reactions of Cyclic Peroxides. J. Yoshida, S. Nakatani, K. Sakaguchi, S. Isoe, J. Org. Chem., 1989, 54, 3383-3391. DOI: 10.1021/jo00275a025
3. Oxidative [3+2] Cycloaddition of 1,3-Diketone and Olefin Using Electroorganic Chemistry. J. Yoshida, K. Sakaguchi, S. Isoe, J. Org. Chem., 1988, 53, 2525-2533. DOI: 10.1021/jo00246a022
2. Electro-initiated [2+2+2] Cycloaddition of Molecular Oxygen, Olefin, and 1,3-Diketone. J. Yoshida, K. Sakaguchi, S. Isoe, K. Hirotsu, Tetrahedron Lett. 1987, 28, 667-670. DOI: 10.1016/S0040-4039(00)95808-8
1. Oxidative [3+2] Cycloaddition of 1,3-Diketone and Olefin Using Electroorganic Chemistry. J. Yoshida, K. Sakaguchi, S. Isoe, Tetrahedron Lett. 1986, 27, 6075-6078. DOI: 10.1016/S0040-4039(00)85402-7

Other Publications

12. 今どき？の学生実験　坂口和彦、「化学と工業」日本化学会編、６７巻、５１頁、２０１４年.
11. AsymmetricSynthesis of α-substituted α-amino acids: Strecker and Claisen approaches. Y. Ohfune, K. Sakaguchi, T. Shinada, Ed. V. A. Soloshonok, and K. Izawa, "Current Frontiers in Asymmetric Synthesis and Application of α-Amino Acids", ACS SYMPOSIUM SERIES 1009, 2009, 57-71.
10. 生物活性物質合成を指向したα-置換アミノ酸類の不斉合成　大船泰史、坂口和彦、品田哲郎（共著）「ファインケミカル」シ−エムシ−出版、３７巻、２２−３２頁、２００８年.
9. アミノ酸の光学分割、坂口和彦、「第５版　実験化学講座」１６巻　有機化合物の合成（IV）、２章　アミノ酸・ペプチド、日本化学会編、丸善、１８８−１９６頁、２００５年.
8. パソコンの液晶ってどんなもの？　坂口和彦、「化学ってそういうこと！−夢が広がる分子の世界」日本化学会編、化学同人、１２４−１２５頁、２００３年.
7. 光学活性基の合成　坂口和彦、「液晶便覧」４章、液晶の合成、液晶便覧編集委員会編、丸善、４５８−４６３頁、２０００年.
6. α−ヘテロ置換有機リチウム化合物のラセミ化　坂口和彦、「化学と工業」日本化学会編、４８巻、５４−５５頁、１９９５年.
5. 光学活性 γ−ラクトン環を有する強誘電性液晶用化合物　向殿充浩、坂口和彦、「染料と薬品」３８巻、２３１−２４２頁、１９９３年.
4. Production of Chiral C3 Units Based on Microbial Resolution and Their Synthetic Applications. N. Kasai, K. Sakaguchi, J. Synth. Org. Chem. Jpn., 1993, 51, 388-398.
3. 強誘電性液晶用光学活性 γ−ラクトンの分子設計と合成　坂口和彦、「次世代液晶ディスプレイと液晶材料」福田敦夫監修、シ−エムシ−出版、１６９−１７８頁、１９９２年
2. Electro-initiated [2+2+2] Cycloaddition of Molecular Oxygen, Olefin, and 1,3-Diketone. J. Yoshida, K. Sakaguchi, S. Nakatani, and S. Isoe, "The Role of Oxygen in Chemistry and Biochemistry", W. Ando and Y. Moro-oka Eds., Elsevier, Amsterdam, 1988, 33, 125-128.
1. Oxidative cycloaddition of 1,3-diketones and olefins using electroorganic chemistry. J. Yoshida, K. Sakaguchi, S. Nakatani, and S. Isoe, "Recent Adv. Electroorg. Synth.", Elsevier, Amsterdam, 1987, 30, 85-88.