Natural Products ChemistryGraduate School of Agricultural Science, Kobe University |

Diary in Lab
2014.10.30. Literature seminar (Yamamoto)
Diethelm, S.; Schindler, C.S.; Carreira, E.M. Access to the Aeruginosin Serine Protease Inhibitors through the Nucleophilic Opening of an Oxabicyclo[2.2.1]heptane: Total Synthesis of Microcin SF608. Chem. Eur. J. 2014, 20, 6071-6080.
2014.10.23. Literature seminar (Matsuoka)
Calder, E.D.D.; McGonagle, F.I.; Harkiss, A.H.; McGonagle, G.A.; Sutherland, A. Preparation of Amino-Substituted Indenes and 1,4-Dihydronaphthalenes Using a One-Pot Multireaction Approach: Total Synthesis of Oxybenzo[c]phenanthridine Alkaloids. J. Org. Chem. 2014, 79, 7633-7648.
2014.7.16. Literature seminar (Hamazaki)
Jafarpour, F.; Zarei, S.; Olia, M.B.A.; Jalalimanesh, M.; Rahiminejadan, S. Palladium-Catalyzed Decarboxylative Cross-Coupling Reactions: A Route for Regioselective Functionalization of Coumarins. J. Org. Chem. 2013, 78, 2957-2964.
2014.7.16. Literature seminar (Nakanishi)
Granger, B.A.; Jewett, I.T.; Butler, J.D.; Martin, S.F. Concise total synthesis of (±)-actinophyllic acid. Tetrahedron 2014, 70, 4094-4104.
2014.7.16. Literature seminar (Kaji)
Qiu, D.; Wang, S.; Tang, S.; Meng, H.; Jin, L.; Mo, F.; Zhang, Y.; Wang, J. Synthesis of Trimethylstannyl Arylboronate Compounds by Sandmeyer-Type Transformations and Their Applications in Chemoselective Cross-Coupling Reactions. J. Org. Chem. 2014, 79, 1979-1988.
2014.7.9. Literature seminar (Maeda)
Takahashi, K.; Komine, K.; Yokoi, Y.; Ishihara, J.; Hatakeyama, S. Stereocontrolled Total Synthesis of (-)-Englerin A. J. Org. Chem. 2012, 77, 7364-7370.
2014.7.9. Literature seminar (Kumagai)
Chen, V.X.; Boyer, F.D.; Rameau, C.; Pillot, J.P.; Vors, J.P.; Beau, J.M. New Synthesis of A-Ring Aromatic Strigolactone Analogues and Their Evaluation as Plant Hormones in Pea (Pisum sativum). Chem. Eur. J. 2013, 19, 4849-4857.
2014.7.2. Literature seminar (Oka)
Jolibois, A.E.R.; Lewis, W.; Moody, C.J. Total Synthesis of (±)-Distomadines A and B. Org. Lett. 2014, 16, 1064-1067.
2014.6.24. Literature seminar (Ishihara)
Huang, J.; Foyle, D.; Lin, X.; Yang, J. Total Synthesis and Biological Evaluation of an Antifungal Tricyclic o-Hydroxy-p-Quinone Methide Diterpenoid. J. Org. Chem. 2013, 78, 9166-9173.
2014.6.18. Literature seminar (Yamazoe)
Prasad, KR.; Revu, O. Total Synthesis of (+)-Seimatopolide A. J. Org. Chem. 2014, 79, 1461-1466.
2014.6.4. Literature seminar (Hachida)
Oblak, EZ.; VanHeyst, MD.; Li, J.; Wiemer, AJ.; Wright, DL. Cyclopropene Cycloadditions with Annulated Furans: Total Synthesis of (+)- and (-)-Frondosin B and (+)-Frondosin A. J. Am. Chem. Soc. 2014, 136, 4309-4315.
2014.5.28. Literature seminar (Atarashi)
Yue, G.; Yang, L.; Yuan, C.; Du, B.; Liu, B. Total syntheses of lindenane-type sesquiterpenoids: (±)-chloranthalactones A, B, F, (±)-9-hydroxy heterogorgiolide, and (±)-shizukanolide E. Tetrahedron 2012, 68, 9624-9637.
2014.5.20. Literature seminar (Yamamoto)
Shi, Y.; Wilmot, JT.; Nordstrom, LU.; Tan, DS.; Gin, DY. Total Synthesis, Relay Synthesis, and Structural Confirmation of the C18-Norditerpenoid Alkaloid Neofinaconitine. J. Am. Chem. Soc. 2013, 135, 14313-14320.
2014.5.14. Literature seminar (Matsuoka)
Smith, JM.; Moreno, J.; Boal, BW.; Garg, NK. Total Synthesis of the Akuammiline Alkaloid Picrinine. J. Am. Chem. Soc. 2014, 136, 4504-4507.
2014.4.22. Literature seminar (Ueda)
Mikula, H.; Skrinjar, P.; Sohr, B.; Ellmer, D.; Hametner, C.; Frohlich, J. Total synthesis of masked Alternaria mycotoxins-sulfates and glucosides of alternariol (AOH) and alternariol-9-methyl ether (AME). Tetrahedron 2013, 69, 10322-10330.
2014.4.7. New members joined
2014.1.30. Literature seminar (Hirade)
Du, B,; Jiang, X.; Sun, P. Palladium-Catalyzed Highly Selective ortho-Halogenation (I, Br, Cl) of Arylnitriles via sp2 C-H Bond Activation Using Cyano as Directing Group. J. Org. Chem. 2013, 78, 2786-2791.
2014.1.23. Literature seminar (Hachida)
Chen, I.T.; Baitinger, I.; Schreyer, L.; Trauner, D. Total Synthesis of Sandresolide B and Amphilectolide. Org. Lett. 2014, 16, 166-169.
2014.1.16. Literature seminar (Kobayashi)
Ozawa, T.; Kanematsu, M.; Yokoe, H.; Yoshida, M.; Shishido, K. Total Synthesis of Debromoflustramines B and E Based on the Intramolecular Carbamoylketene-Alkene [2 + 2] Cycloaddition. J. Org. Chem. 2012, 77, 9240-9249.
2014.1.9. Literature seminar (Kawasaki)
Liu, Q.; Zhang, YA.; Xu, P.; Jia, Y. Total Synthesis of (+)-Lysergic Acid. J. Org. Chem. 2013, 78, 10885-10893.
2013.12.19. Literature seminar (Ueda J)
Takao, K.; Nanamiya, R.; Fukushima, Y.; Namba, A.; Yoshida, K.; Tadano, K. Total Synthesis of (+)-Clavilactone A and (-)-Clavilactone B by Ring-Opening/Ring-Closing Metathesis. Org. Lett. 2013, 15, 5582-5585.
2013.12.12. Literature seminar (Atarashi)
Han, J.C.; Liu, L.Z.; Chang, Y.Y.; Yue, G.Z.; Guo, J.; Zhou, L.Y.; Li, C.C.; Yang, Z. Asymmetric Total Synthesis of Caribenol A via an Intramolecular Diels-Alder Reaction. J. Org. Chem. 2013, 78, 5492-5504.
2013.12.7 Matsuoka received the presentation-award from the sponsored companies at the 482nd Kansai branched meeting of JSBBA(@ Kobe Univ.). Title: Analog of luminescent substance whcih emits longer wavelength.
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2013.12.5. Literature seminar (Yamamoto)
Urabe, F.; Nagashima, S.; Takahashi, K.; Ishihara, J.; Hatakeyama, S. Total Synthesis of (-)-Cinatrin C1 Based on an In(OTf)3-Catalyzed Conia-Ene Reaction. J. Org. Chem. 2013, 78, 3847-3857.
2013.11.28. Literature seminar (Moriguchi)
Zhang, W.J.; Wu, J.F.; Zhou, P.F.; Wang, Y.; Hou, A.J. Total syntheses of norartocarpin and artocarpin. Tetrahedron. 2013, 69, 5850-5858.
2013.11.21. Literature seminar (Matsuoka)
Zhao, H.; Kato, A.; Sato, K.; Jia, Y-M.; Yu, C-Y. Total Synthesis and Glycosidase Inhibition of Broussonetine I and J2. J. Org. Chem.. 2013, 78, 7896-7902.
2013.11.14. Literature seminar (Sekiya)
Fujioka, H.; Nakahara, K.; Kotoku, N.; Ohba, Y.; Nagatomi, Y.; Wang, TL.; Sawama, Y.; Murai, K.; Hirano, K.; Oki, T.; Wakamatsu, S.; Kita, Y. Asymmetric Total Synthesis of (-)-Stenine and 9a-epi-Stenine. Chem. Eur. J.. 2012, 18, 13861-13870.
2013.11. 8. Literature seminar (Ueda S)
Nemecek, G; Thomas, R.; Goesmann, H.; Feldmann, C.; Podlech, J. Structure Elucidation and Total Synthesis of Altenuic Acid III and Studies towards the Total Synthesis of Altenuic Acid II. Eur. J. Org. Chem.. 2013, 28, 6420-6432.
2013.11. 1. Literature seminar (Wada)
Zhang, M.; Liu, N.; Tang, W. Stereoselective Total Synthesis of Hainanolidol and Harringtonolide via Oxidopyrylium-Based [5 + 2] Cycloaddition. J. Am. Chem. Soc.. 2013, 135, 12434-12438.
2013.10.25. Literature seminar (Morioka)
Rodrigo, E.; Garcia Ruano, J.L.; Cid, M.B. Organocatalytic Michael Addition/Intramolecular Julia-Kocienski Olefination for the Preparation of Nitrocyclohexenes. J. Org. Chem.. ASAP DOI: 10.1021/jo401686u
2013.10.17. Literature seminar (Hata)
Williams, D.R.; Myers, B.J.; Mi, L.; Binder, R.J. Studies for the Total Synthesis of Amphidinolide P. J. Org. Chem.. 2013, 78, 4762-4778.
2013.10.10. Literature seminar (Nango)
Jakubec, P.; Hawkins, A.; Felzmann, W.; Dixon, D.J. Total Synthesis of Manzamine A and Related Alkaloids. J. Am. Chem. Soc. 2012, 134, 17482-17485.
2013.7.17. Literature seminar (Hirade)
Sato, K.; Zhu, M.; Takenaga, N. A facile preparation of modified hydrophilic azulene derivatives. Tetrahedron Lett. 2013, 54, 3204-3206.
2013.7.10. Literature seminar (2) (Ueda, J.)
Okamoto, R.; Takeda, K.; Tokuyama, H.; Ihara, M.; Toyota, M. Toward the Total Synthesis of (±)-Andrastin C. J. Org. Chem. 2013, 78, 93-103.
2013.7.10. Literature seminar (1) (Kawasaki)
Borrero, N.V.; Aponick, A. Total Synthesis of Acortatarin A Using a Pd(II)-Catalyzed Spiroketalization Strategy. J. Org. Chem. 2012, 77, 8410-8416.
2013.7.3. Literature seminar (Hachida)
Gregg, C.; Perkins, M.V. Total synthesis and structural elucidation of ent-micropyrone and (+)-ascosalipyrone. Org. Biomol. Chem. 2012, 10, 6547-6553.
2013.6.26. Literature seminar (Kobayashi)
Perez, L.; Alibes, R.; de March, P.; Busque, F.; Figueredo, M.; Font, J. Stereodivergent Synthesis of (+)- and (-)-Isolineatin. J. Org. Chem. 2013, 78, 4483-4489.
2013.6.19. Literature seminar (Atarashi)
Beingessner, R.L.; Farand, J.A.; Barriault, L. Progress toward the Total Synthesis of (±)-Havellockate. J. Org. Chem. 2010, 75, 6337-6346.
2013.6.12. Literature seminar (Yamamoto)
An, C.; Jurica, J.A.; Walsh, S.P.; Hoye, A.T.; Smith, A.B. III. Total Synthesis of (+)-Irciniastatin A (a.k.a. Psymberin) and (-)-Irciniastatin B. J. Org. Chem. 2013, 78, 4278-4296.
2013.6.5. Literature seminar (Moriguchi)
Liau, B.B.; Milgram, B.C.; Shair, M.D. Total Syntheses of HMP-Y1, Hibarimicinone, and HMP-P1. J. Am. Chem. Soc. 2012, 134, 16765-16772.
2013.5.29. Literature seminar (Matsuoka)
Feldman, K.S.; Antoline, J.F. Synthesis studies on the Melodinus alkaloid meloscine. Tetrahedron 2013, 69, 1434-1445.
2013.5.22. Literature seminar (Sekiya)
Davies, S.G.; Fletcher, A.M.; Lee, J.A.; Lorkin, T.J.A.; Roberts, P.M.; Thomson, J.E. Asymmetric Synthesis of (-)-Martinellic Acid. Org. Lett. 2013, 15, 2050-2053.
2013.5.15. Literature seminar (Ueda, S.)
Keita, M.;, Bona, R.D.; Santos, M.D.; Lequin, O.; Ongeri, S.; Milcent, T.; Crousse, B. Access to novel amino trifluoromethyl cyclopropane carboxylic acid derivatives. Tetrahedron. 2013, 69, 3308-3315.
2013.5.8. Literature seminar (Wada)
Adams, G.L.; Carroll, P.J.; Smith, A.B. III. Access to the Akuammiline Family of Alkaloids: Total Synthesis of (+)-Scholarisine A. J. Am. Chem. Soc. 2013, 135, 519-528.
2013.5.1. Literature seminar (Morioka)
Taylor, R.R.R.; Batey, R.A. A Hetero Diels-Alder Approach to the Synthesis of Chromans (3,4-Dihydrobenzopyrans) Using Oxonium Ion Chemistry: The Oxa-Povarov Reaction. J. Org. Chem. 2013, 78, 1404-1420.
2013.4.24 Literature seminar (Hata)
Tsuna, K.; Noguchi, N.; Nakada, M. Enantioselective Total Synthesis of (+)-Ophiobolin A. Chem. Eur. J. 2013, 19, 5476-5486.
2013.4.17 Literature seminar (Nango)
White, J.D.; Li, Y.; Kim, J.; Terinek, M. A Novel Synthesis of (-)-Huperzine A via Tandem Intramolecular Aza-Prins Cyclization-Cyclobutane Fragmentation. Org. Lett. 2013, 15, 882-885.
2013.1.29 Literature seminar (Yamamoto)
Fujimoto, T.; Fukuyama, T.; Wakimoto, T.; Asakawa, T.; Hamashima, Y.; Kan, T. Stereocontrolled Total Synthesis of (+)-UCS1025A. Angew. Chem. Int. Ed. 2012, 51, 12850-12853.
2013.1.22 Literature seminar (Nakahara)
Rokade, B.; Prabhu, K.R. Chemoselective Schmidt Reaction Mediated by Triflic Acid: Selective Synthesis of Nitriles from Aldehydes. J. Org. Chem.. 2012, 77, 5364-5370.
2013.1.15 Literature seminar (Kubo)
Wang, X.; Wang, X.; Tan, X.; Lu, J.; Cormier, K.W.; Ma, Z.; Chen, C. A Biomimetic Route for Construction of the [4+2] and [3+2] Core Skeletons of Dimeric Pyrrole-Imidazole Alkaloids and Asymmetric Synthesis of Ageliferins. J. Am. Chem. Soc. 2012, 76, 484-491.
2012.12.18 Literature seminar (Ooishi)
Jin, W.; Li, Z.; Wan, B. A Highly Diastereo- and Enantioselective Copper(I)-catalyzed Henry Reaction Using a Bis(sulfonamide)-Diamine Ligand. J. Org. Chem. 2011, 76, 484-491.
2012.12.11 Literature seminar (Wada)
Peng, F.; Danishefsky,S. Total Synthesis of (±)-Maoecrystal V. J. Am. Chem. Soc. 2012, 134, 18860-18867.
2012.11.27 Literature seminar (Morioka)
Liu, Y.; Liu, X.; Wang, M.; He, P.; Lin, L.; Feng, X. Enantioselective Synthesis of 3,4-Dihydropyran Derivatives via Organocatalytic Michael Reaction of α,β-Unsaturated Enones. J. Org. Chem. 2012, 77, 4136-4142.
2012.11.20 Literature Seminar (Hata)
Hanessian, S.; Vakiti, R.R.; Dorich, S.; Banerjee, S.; Deschênes-Simard, B. Total Synthesis of Pactamycin and Pactamycate. J. Org. Chem. 2012, 77, 9458-9472.
2012.11.12 Literature seminar (Nango)
Liu, P.; Seo, J.H.; Weinreb, S.M. Total Synthesis of the Polycyclic Fungal Metabolite (±)-Communesin F. Angew. Chem. Int. Ed. 2010, 49, 2000-2003.
2012.10.29 Literature seminar (Tanaka)
Frost, J.R.; Pearson, C.M.; Snaddon, T.N.; Booth, R.A.; Ley, S.V. Convergent Total Synthesis of Callipeltosides A, B, and C. Angew. Chem. Int. Ed. 2012, 51, 9366-9371.
2012.10.23 Literature seminar (Kohno)
Imai, T.; Nakata, H.; Yokoshima, S.; Fukuyama, T. Synthetic Studies toward Ecteinascidin 743 (Trabectedin). Synthesis 2012, 44, 2743-2753.
2012.8.9 Open Day: Kobe University.
Many high school students visited our scientific events to see what is going on in our labo.
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2012.7.17 Literature seminar (Yamamoto)
Ogura, Y.; Ishigami, K.; Watanabe, H. Total Synthesis of (±)-Lysidicin A. Tetrahedron 2012, 68, 1723-1728.
2012.7.10. Literature Seminar (Nakahara)
Stanway, S.J.; Thomas, E.J. 1,5-Stereocontrol in tin(IV) halide mediated reaction between N and S-substituted pent-2-enylstannanes and aldehyde or imines. Tetrahedron 2012, 68, 5998-6009.
2012.7.3. Literature seminar (Kubo)
Huters, A.; Quasdorf, K.W.; Styduhar, E.D.; Garg, N.K. Total Synthesis of (-)-N-Methylwelwitindolinone C Isothiocyanate. J. Am. Chem. Soc. 2011, 133, 15797-15799.
2012.6.26 Literature seminar (Ooishi)
Shibasaki, T.; Ooishi, T.; Yamanouchi, N.; Murafuji, T.; Kurotobi, K.; Sugihara, Y. A New Efficient Route to 2-Substituted Azulenes Based on Sulfonyl Group Directed Lithiation. J. Org. Chem. 2008, 73, 7971-7977.
2012.6.12 Literature seminar (Wada)
Uwamori, M.; Saito, A.; Nakada, M. Stereoselective Total Synthesis of Nemorosone. J. Org. Chem. 2012, 77, 5098-5107.
2012.6.7 B4 seminar: Rearrangement reactions.
2012.6.5 Literature seminar (Morioka)
Ishikawa, T.; Kudo, K.; Kuroyabu, K.; Uchida, S.; Kudoh, T.; Saito, S. Domino Double Michael-Claisen Cyclizations: A Powerful General Tool for Introducing Quaternary Stereocenters at C(4) of Cyclohexane-1,3-diones and Total Synthesis of Diverse Families of Sterically Congested Alkaloids. J. Org. Chem. 2008, 73, 7498-7508.
2012.5.31 B4 seminar: elimination reactions.
2012.5.29 Literature seminar (Hata)
Dias, L.C.; Ferreira, M.A.B. Total Synthesis of (-)-Goniotrionin. J. Org. Chem. 2012, 77, 4046-4062.
Many reactions developed by Japanese professors were employed in the construction of the stereochemistry in this total synthesis.
2012.5.26 Guidance for applicants to the 2013 Master's Program. Those who want to apply the program in our laboratory, please send us e-mail.
2012.5.24 B4 seminar: chemistry of carbonyl compounds.
BBQ party in the evening.
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2012.5.22 Literature seminar (Nango)
Qi, X.; Bao, H.; Tambar, U.K. Total Synthesis of (±)-Trigonoliimine C via Oxidative Rearrangement of an Unsymmetrical Bis-Tryptamine. J. Am. Chem. Soc. 2011, 133, 10050-10053.
Selective oxidation of 6-methoxyindole was key to complete their total synthesis. It might be difficult to explain why such a selectivity was obtained.
2012.5.21 Solar eclipse in Kobe. Taken with a compact digital camera filtered with a solar shield. |

2012.5.15 Literature seminar (Kojima)
Speranca, A. et al. Regioselective Synthesis of Isochromenones by Iron(III)/PhSeSePh-Mediated Cyclization of 2-Alkynylaryl Esters. J. Org. Chem. 2011, 76, 6789-6797.
2012.5.10 B4 students tackled with difficult organic problems in a seminar
2012.5.10 Launched new website.