Recent Publications and Summary
天然物有機化学研究室 の最近の論文目録で す


● Taejung Kim, Kyu Hyuk Jeong, Ki Sung Kang, Masaya Nakata, and Jungyeob Ham
"An Optimized and General Synthetic Strategy To Prepare Arylnaphthalene Lactone Natural Products from Cyanophthalides"

Europian Journal of Organic Chemistry, 2017, 2017, 1704–1712.


● Masanori Matsuura, Suguru Kato, Yoko Saikawa, Masaya Nakata, and Kimiko Hashimoto

"Identification of cyclopropylacetyl-(R)-carnitine, a unique chemical marker of the fatally toxic mushroom Russula subnigricans"
Chemical and Pharmaceutical Bulletin, 2016, 64, 602–608.



● Takatoshi Matsumoto, Yoko Saikawa, Masaya Nakata, and Kimiko Hashimoto

"Refined Structure of Hipposudoric and Norhipposudoric Acids, Pigments of the Red Sweat of the Hippopotsmus"
Chemistry Letters, 2015, 44, 1738
1740.




● Kiyomi Ohba and Masaya Nakata

"Total Synthesis of Paecilomycin B"
Organic Letters, 2015, 17, 2890
2893.



● Yutaka Matsuda, Takayuki Koyama, Masaya Kato, Tomonori Kawaguchi, Yoko Saikawa, and Masaya Nakata

"Palladium-catalyzed 6-endo-dig oxycyclization–methoxycarbonylation toward the total synthesis of polymaxenolides"
Tetrahedron, 2015, 71, 2134
2148.




● Kiyomi Ohba, Yuichi Koga, Sumihiro Nomura, and Masaya Nakata

"Functionalized aryl-β-C-glycoside synthesis by Barbier-type reaction using 2,4,6-triisopropylphenyllithium"
Tetrahedron Letters, 2015, 56, 1007
1010.


●     Kyosuke Tanaka, Hiroshi Matsuyama, Masahito Watanabe, Yukiko Fujimori, Kodai Ishibashi, Tomohiro Ozawa, Tomoharu Sato, Yoko Saikawa, and Masaya Nakata

"Synthesis and Biological Evaluation of Kendomycin and Its Analogues"
The Journal of Organic Chemistry, 2014, 79, 99229947.



 Yutaka Matsuda, Masaya Kato, Tomonori Kawaguchi, Takayuki Koyama, Yoko Saikawa, and Masaya Nakata

"Synthetic Studies on Polymaxenolides: Model Studies for Constructing Dihydropyran Portion and Synthesis of Lower Portion"
Tetrahedron, 2014, 70, 1154–1168.




● Satoshi Adachi, Masao Onozuka, Yuko Yoshida, Mitsuaki Ide, Yoko Saikawa, and Masaya Nakata

"Smooth Isoindolinone Formation from Isopropyl Carbamates via Bischler-Napieralski-type Cyclization"
Organic Letters, 2014, 16, 358–361.




● Satoshi Adachi, Kana Watanabe, Yusuke Iwata, Shunsuke Kameda, Yoshihito Miyaoka, Masao Onozuka, Ryo Mitsui, Yoko Saikawa, and Masaya Nakata

"Total Syntheses of Lactonamycin and Lactonamycin Z Featuring Late-stage A-ring Formation and Glycosylation"
Angewandte Chemie International Edition, 2013, 52, 2087–2091.




● Mina Yamada, Naoko Tokumitsu, Yoko Saikawa, Masaya Nakata, Junpei Asano, Kazuo Miyairi, Toshikatsu Okuno, Katsuhiro Konno, and Kimiko Hashimoto

"Molybdophyllysin, a toxic metalloendopeptidase from the tropical toadstool, Chlorophyllum molybdites"
Bioorganic & Medicinal Chemistry, 2012, 20, 65836588.

 


 Y. Matsuda, Y. Endo, Y. Saikawa, and M. Nakata
"Synthetic Studies on Polymaxenolides: Synthesis and Structure Elucidation of Nominal Epoxyafricanane and Other Africane-type Sesquiterpenoids"
The Journal of Organic Chemistry, 2011, 76, 6258–6263.


 K. Watanabe, Y. Iwata, S. Adachi, T. Nishikawa, Y. Yoshida, S. Kameda, M. Ide, Y. Saikawa, and M. Nakata
"Synthetic Studies on Lactonamycins: Synthesis of the Model BCDEF Aglycon"
The Journal of Organic Chemistry, 2010, 75, 5573-5579.




 K. Tanaka, M. Watanabe, K. Ishibashi, H. Matsuyama, Y. Saikawa, and M. ,Nakata
"Total Synthesis of Kendomycin Featuring Intramolecular Dötz Benzannulation"
Organic Letters, 2010, 12, 1700-1703.




 M. Horibe, Y. Kobayashi, H. Dohra, T. Morita, T. Murata, T. Usui, S. Nakamura-Tsuruta, M. Kamei, J. Hirabayashi, M. Matsuura, M. Yamada, Y. Saikawa, K. Hashimoto, M. Nakata, and H. Kawagishi
"Toxic isolectins from the mushroom Boletus venenatus"
Phytochemistry, 2010, 71, 648-657.

  



 M. Matsuura, Y. Saikawa, K. Inui, K. Nakae, M. Igarashi, K. Hashimoto, and M. Nakata
"Identification of the toxic trigger in mushroom poisoning"
Nature Chemical Biology
, 2009, 5, 465-467.
  

化 学、2010年、65巻、4号、12-17頁(化学同人)も参照。



 H. Okada, T. Mori, Y. Saikawa, and M. Nakata
"Formation of a-hydroxyketones via irregular Wittig reaction"
Tetrahedron Letters, 2009, 50, 12761278.

 



 T. Ichige, Y. Okanao, N. Kanoh, and M. Nakata
"Total Synthesis of Methyl Sarcophytoate, a Marine Natural Biscembranoid"
The Journal of Organic Chemistry, 2009, 74, 230–243.
   

天然物の全合成2000-2008(日本)、2009年、139 -141頁(化学同人)も参照。


 K. Tanaka, Y. Fujimori, Y. Saikawa, and M. Nakata
"Diastereoselective Synthesis of Useful Building Blocks by Crotylation of beta-Branched alpha-Methylaldehydes with Potassium Crotyltrifluoroborates"
The Journal of Organic Chemistry, 2008, 73, 6292–6298.

  


 T. Mori, S. Higashibayashi, T. Goto, M. Kohno, Y. Satouchi, K. Shinko, K. Suzuki, S. Suzuki, H. Tohmiya, K. Hashimoto, and M. Nakata
"Total Synthesis of Siomycin A: Completion of the Total Synthesis"
Chemistry, An Asian Journal, 2008, 3, 1013–1025.
  

天然物の全合成2000-2008(日本)、2009年、206 -209頁(化学同人)も参照。


 T. Mori, S. Higashibayashi, T. Goto, M. Kohno, Y. Satouchi, K. Shinko, K. Suzuki, S. Suzuki, H. Tohmiya, K. Hashimoto, and M. Nakata
"Total Synthesis of Siomycin A: Construction of Synthetic Segments"
Chemistry, An Asian Journal, 2008, 3, 984–1012.

 
天然物の全合成2000-2008(日本)、2009年、206 -209頁(化学同人)も参照。

 T. Ichige, Y. Okanao, N. Kanoh, and M. Nakata
"Total Synthesis of Methyl Sarcophytoate"
Journal of the American Chemical Society, 2007, 129, 9862–9863.

   
天然物の全合成2000-2008(日本)、2009年、139 -141頁(化学同人)も参照。

 K. Hashimoto, Y. Saikawa, and M. Nakata
"Studies on the red sweat of the Hippopotamus amphibius"
Pure and Applied Chemistry, 2007, 79, 507-517.

  
化 学、2005年、60巻、2号、24-28頁(化学同人)も参照。

 M. Matsuuraa, M. Yamadaa, Y. Saikawaa, K. Miyairib, T. Okunob, K. Konnoc, J. Uenishid, K. Hashimoto, and M. Nakataa
"Bolevenine, a toxic protein from the Japanese toadstool Boletus venenatus"
Phytochemistry, 2007, 68, 893-898.

  

 T. Mori, M. Miyagi, K. Suzuki, M. Shibasaki, Y. Saikawa, and M. Nakata
"STUDIES ON CHLOROFUSIN: SYNTHESIS OF THE CYCLIC PEPTIDE PORTION"
Heterocycles, 2007, 72, 275-291.

  


 T. Mori, S. Higashibayashi,  T. Goto, M. Kohno, Y. Satouchi, K. Shinko, K. Suzuki, S. Suzuki, H. Tohmiya, K. Hashimoto, and M. Nakata
"Total synthesis of siomycin A"
Tetrahedron Letters, 2007, 48, 1331-1335.

 
天然物の全合成2000-2008(日本)、2009年、206 -209頁(化学同人)も参照。

 M. Watanabe, K. Tanaka, Y. Saikawa, and M. Nakata,
"Application of intramolecular Doetz reaction to the synthesis of ansa-compounds: concise synthesis of arnebinol"
Tetrahedron Letters, 2007, 48, 203-206.

  

 T.Ichige, D. Matsuda, and M. Nakata,
"Stereoselective synthesis of (E)- and (Z)-3-hydroxy-2-methyl-1-alkenyl iodides by base-promoted ring-opening of iodomethylated epoxides"
Tetrahedron Letters, 2006, 47, 4843-4848. 

  


 Y. Saikawa, K. Moriya, K. Hashimoto, and M. Nakata,
"Synthesis of hipposudoric and norhipposudoric acids: the pigments for the color reaction of the red sweat of Hippopotamus amphibius"
Tetrahedron Letters, 2006, 47, 2535-2538.

   

化 学、2005年、60巻、2号、24-28頁(化学同人)も参照。

 T. Mori, H. Tohmiya, Y. Satouchi, S. Higashibayashi, K. Hashimoto, and M. Nakata,
"Synthetic studies on thiostrepton family of peptide antibiotics: synthesis of the cyclic core portion containing the dehydropiperidine, dihydroquinoline, L-valine, and masked dehydroalanine segments"
Tetrahedron Letters, 2005, 46, 6423-6427.

  
天然物の全合成2000-2008 (日本)、2009年、206-209頁(化学同人)も参照。

 T. Mori, Y. Satouchi, H. Tohmiya, S. Higashibayashi, K. Hashimoto, and M. Nakata
"Synthetic studies on thiostrepton family of peptide antibiotics: synthesis of the dihydroquinoline portion of thiostrepton, the siomycins, and the thiopeptins"
Tetrahedron Letters, 2005, 46, 6417-6422.

  
天然物の全合成2000-2008(日本)、2009年、206 -209頁(化学同人)も参照。

 T. Ichige, S. Kamimura, K. Mayumi, Y. Sakamoto, S. Terashita, E. Ohteki, N. Kanoh, and M. Nakata
"Synthetic studies on biscembronoids: asymmetric total synthesis of methyl sarcoate"
Tetrahedron Letters, 2005, 46, 1263-1267.

  
天然物の全合成2000-2008(日本)、139-141頁 (化学同人)も参照。


 T. Ichige, A. Miyake, N, Kanoh, and M. Nakata
"Oxidative Deprotection of 1,3-Dithiane Group Using NaClO4 and NaH2PO4 in Aqueous Methanol"
Synlett, 2004, 1686-1690.

 

 Y. Saikawa, K. Hashimoto, M. Nakata, M. Yoshihara, K. Nagai, M. Ida, and T. Komiya
"The red sweat of the hippopotamus"
Nature, 2004, 429, 363.

   
化 学、2005年、60巻、2号、24-28頁(化学同人)も参照。

 S. Higashibayashi, M. Kohno, T. Goto, K. Suzuki, T. Mori, K. Hashimoto, and M. Nakata,
"Synthetic studies on thiostrepton family of peptide antibiotics: synthesis of the pentapeptide segment containing dihydroxyisoleucine, thiazoline and dehydroamino acid",
Tetrahedron Letters, 2004, 45, 3707-3712.

  
天然物の全合成2000-2008(日本)、2009年、206 -209頁(化学同人)も参照。


 S. Higashibayashi, H. Tohmiya, T. Mori, K. Hashimoto, and M. Nakata
"Synthesis of Sulfinimines by Direct Condensation of Sulfinamides with Aldehydes using Cs2CO3 as an Activating and Dehydrating Reagent",
Synlett, 2004, 457-460.

  


 T. Terauchi, T. Tanaka, T. Terauchi, M. Morita, K. Kimijima, I. Sato, W. Shoji, Y. Nakamura, T. Tsukada, T. Tsunoda, G. Hayashi, N. Kanoh, and M. Nakata
"Formal total synthesis of altohyrtin C (spongistatin 2).  Part 2: Construction of fully elaborated ABCD and EF fragments",
Tetrahedron Letters, 2003, 44, 7747-7751.
  



 T. Terauchi, T. Terauchi, I. Sato, W. Shoji, T. Tsukada, T. Tsunoda, N. Kanoh, and M. Nakata
“Formal total synthesis of altohyrtin C (spongistatin 2).  Part 1: Aldol approach to unite AB and CD spiroacetals",
Tetrahedron Letters, 2003, 44, 7741-7745.

  



 N. Kanoh, A. Tomatsu, T. Nishikawa, M. Ide, T. Tsuchida, K. Isshiki, and M. Nakata,
"Practical deracemization of NM-3, a synthetic angiogenesis inhibitor",
Tetrahedron: Asymmetry, 2003, 14, 1251-1253.
  

 H.-J. Zhang, P. A. Tamez, Z. Aydogmus, G. T. Tan, Y. Saikawa, K. Hashimoto, M. Nakata, N. V. Hung, L. T. Xuan, N. M. Cuong, D. D. Soejarto, J. M. Pezzuto, and H. H. S. Fong,
"Antimalarial Agents from Plants. III.  Trichothecenes from Ficus fistulosa and Rhaphidophora decursiva",
Planta Medica, 2002, 68, 1088-1091.

  

 S. Higashibayashi, T. Mori, K. Shinko, K. Hashimoto, and M. Nakata,
"Synthetic Studies on Thiostrepton Family of Peptide Antibiotics: Synthesis of the Tetrasubstituted Dihydroquinoline Portion of Siomycin D1",
Heterocycles, 2002, 57, 111-122.

 
天然物の全合成2000-2008(日本)、2009年、206 -209頁(化学同人)も参照。

 S. Higashibayashi, K. Hashimoto, and M. Nakata,
"Synthetic studies on thiostrepton family of peptide antibiotics: synthesis of the tetrasubstituted dehydropiperidine and piperidine cores",
Tetrahedron Letters, 2002, 43, 105-110.

  
天然物の全合成2000-2008(日本)、2009年、206 -209頁(化学同人)も参照。

 M. Ide and M. Nakata,
"Stereoselective Synthesis of Tri- and Tetrasubstituted a,b-Unsaturated Esters via Copper-catalyzed Coupling of Enol Triflates of b-Ketoesters with Grignard-based Zinc Ate Complexws",
Synlett, 2001, 1511-1515.

  

 Y. Saikawa, H. Okamoto, T. Inui, M. Makabe, T. Okuno, T. Suda, K. Hashimoto, and M. Nakata,
"Toxic principles of a poisonous mushroom Podostroma cornu-damae",
Tetrahedron, 2001, 57, 8277-8281.

  


 T. Terauchi, M. Morita, K. Kimijima, Y. Nakamura, G. Hayashi, T. Tanaka, N. Kanoh, and M. Nakata, 
"Synthetic studies on altohyrtins (spongistatins): synthesis of the C29-C44 (EF) portion",
Tetrahedron Letters, 2001, 42, 5505-5508.
  


 K. Tsunashima, M. Ide, H. Kadoi, A. Hirayama, and M. Nakata,
"Synthesis of the C15-C27 portion of venturicidins: a formal total synthesis of venturicidin X",
Tetrahedron Letters, 2001, 42, 3607-3611.

  


 Y. Saikawa, T. Watanabe, K. Hashimoto, and M. Nakata,
"Absolute configuration and tautomeric structure of xylindein, a blue-green pigment of Chlorociboria species",
Phytochemistry, 2000, 55, 237-240.

  

 S. Higashibayashi, K. Shinko, T. Ishizu, K. Hashimoto, H. Shirahama, and M. Nakata,
"Selective Deprotection of t-Butyldiphenylsilyl Ethers in the presence of t-Butyldimethylsilyl Ethers by Tetrabutylammonium Fluoride, Acetic Acid, and Water",
Synlett, 2000, 1306-1308.

  


 井出光昭、中田雅也,
「2位置換1,3-ジチアン類のアニオン化と2,3-ジ置換オキシラン類と の反応」,
有機合成化学協会誌, 2000, 58, 857-868.

 T. Terauchi, T. Terauchi, I. Sato, T. Tsukada, N. Kanoh, and M. Nakata,
"Synthetic studies on altohyrtins (spongistatins): synthesis of the C15-C28 (CD) spiroacetal portion",
Tetrahedron Letters, 2000, 41, 2649-2653.

  

 M. Ide, K. Tsunashima, and M. Nakata,
"Practical Synthesis of Four Stereoisomers of 6-(t-Butyldiphenylsiloxy)-3,5-dimethyl-1-(triphenylmethoxy)hexane-2,4-diol via Dithiane Coupling with Oxirane",
Bulletin of the Chemical Society of Japan, 1999, 72 , 2501-2507.

  


 M. Ide and M. Nakata,
"Room-Temperature Metallation of 2-Substituted 1,3-Dithiane Derivatives and Subsequent Coupling with 2,3-Disubstituted Oxiranes",
Bulletin of the Chemical Society of Japan, 1999, 72 , 2491-2499.

  


 S. Takemura, A. Hirayama, J. Tokunaga, F. Kawamura, K. Inagaki, K. Hashimoto, and M. Nakata,
"A concise total synthessis of (±)-A80915G, a member of the napyradiomycin family of antibiotics",
TetrahedronLetters, 1999, 40, 7501-7505.

  

 A. Tomatsu, S. Takemura, K. Hashimoto, and M. Nakata,
"Synthesis of Quinones from Hydroquinone Dimethyl Ethers.  Oxidative Demethylation with Cobalt(III) Fluoride",
Synlett, 1999, 1474-1476.

  

 M. Ide, M. Yasuda, and M. Nakata,
"Generation of 2-Substituted-2-metallo-1,3-dithianes and Their Coupling with 1,2-Disubstituted Epoxides at Room Temperature",
Synlett, 1998, 936-938.

  


 M. Yasuda, M. Ide, Y. Matsumoto, and M. Nakata,

"Synthetic Studies on Biscembranoids.  Asymmetric Total Synthesis of the 14-Membered Diene Unit of Methyl Sarcophytoate",
Bulletin of the Chemical Society of Japan, 1998, 71 , 1417-1429.

  


 T. Terauchi and M. Nakata,
"Synthetic Studies on Altohyrtins (Spongistatins): Synthesis of the C1-C14 (AB) Spiroacetal Portion",
Tetrahedron Letters, 1998, 39, 3795-3798.

 


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