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J-GLOBAL ID：201702252325524728   Reference number：17A0890636

Total Syntheses of Lepadiformine Marine Alkaloids with Enantiodivergency, Utilizing Hg(OTf)₂-Catalyzed Cycloisomerization Reaction and their Cytotoxic Activities

Hg(OTf)₂触媒による環化異性化反応を利用したレパジホルミン系海産アルカロイド類のエナンチオ多様性を伴う全合成とそれらの細胞毒活性【Powered by NICT】

Author (11)： Nishikawa Keisuke (Department of Chemistry, Graduate School of Science, Osaka City University, Sumiyoshi-ku, Osaka, 558-8585, Japan) ,  Yamauchi Kengo (Department of Chemistry, Graduate School of Science, Osaka City University, Sumiyoshi-ku, Osaka, 558-8585, Japan) ,  Kikuchi Seiho (Department of Chemistry, Graduate School of Science, Osaka City University, Sumiyoshi-ku, Osaka, 558-8585, Japan) ,  Ezaki Shinnosuke (Department of Chemistry, Graduate School of Science, Osaka City University, Sumiyoshi-ku, Osaka, 558-8585, Japan) ,  Koyama Tomoyuki (Department of Chemistry, Graduate School of Science, Osaka City University, Sumiyoshi-ku, Osaka, 558-8585, Japan) ,  Nokubo Haruka (Department of Chemistry, Graduate School of Science, Osaka City University, Sumiyoshi-ku, Osaka, 558-8585, Japan) ,  Matsumura Kunihiro (Department of Chemistry, Graduate School of Science, Osaka City University, Sumiyoshi-ku, Osaka, 558-8585, Japan) ,  Kodama Takeshi (Department of Chemistry, Graduate School of Science, Osaka City University, Sumiyoshi-ku, Osaka, 558-8585, Japan) ,  Kumagai Momochika (Department of Chemistry, Graduate School of Science, Osaka City University, Sumiyoshi-ku, Osaka, 558-8585, Japan) ,  Kumagai Momochika (Japan Food Research Laboratories, Ibaraki-shi, Osaka, 567-0085, Japan) ,  Morimoto Yoshiki (Department of Chemistry, Graduate School of Science, Osaka City University, Sumiyoshi-ku, Osaka, 558-8585, Japan)
Material： Chemistry - European Journal  (Chem Eur J)
Volume： 23  Issue： 40  Page： 9535-9545  Publication year： 2017 
JST Material Number： W0744A  ISSN： 0947-6539  CODEN： CEUJED  Document type： Article
Article type： 原著論文  Country of issue： Germany, Federal Republic of (DEU)  Language： ENGLISH (EN)

Abstract/Point： The enantioselective total syn...

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Thesaurus term： *alkaloid ,  natural material ,  *spiro-compound ,  *total synthesis ,  mercury compound ,  catalyst ,  catalytic reaction ,  *isomerization ,  *cyclization reaction ,  nitrogen heterocyclic compound ,  biosynthesis ,  aliphatic amine ,  alkyne ,  reaction mechanism ,  *cycloisomerization ,  *cytotoxin ,  Pyrrolidines ,  Piperidines ,  *antitumor drug ,  *drug
Semi thesaurus term： *cytotoxin ,  Pyrrolidines ,  Piperidines ,  natural material

Author keywords (5)： alkaloids ,  cytotoxicity ,  natural products ,  spiro compound ,  total synthesis

JST classification (5)： Alkaloids  (CF10030D) ,  Condensed derivatives of pyrroles  (CF07077C) ,  Other condensed derivatives of pyridine  (CF07097Y) ,  Alkynes  (CF03040E) ,  Aliphatic amines,imines,quaternary ammonium,immonium compounds  (CF03070L)

Substance index (6)： Lepadiformine ,  Lepadiformine C ,  (2S,5S)-1-(tert-Butoxycarbonyl)-2α-(benzyloxymethyl)-6α-[3-(tert-butyldiphenylsiloxy)propyl]-1-azaspiro[4.5]decane ,  (2S,13S)-1-(Benzyloxy)-2-(tert-butoxycarbonylamino)-13-(tert-butyldimethylsiloxy)-9-nonadecyne-5-one ,  (2S,5S)-1-(tert-Butoxycarbonyl)-2α-(benzyloxymethyl)-6α-[(S)-3-(tert-butyldiphenylsiloxy)nonyl]-1-azaspiro[4.5]decane-7-one ,  (2S,5S)-2α-(Benzyloxymethyl)-6α-[(S)-3-hydroxynonyl]-1-azaspiro[4.5]decane

Terms in the title (9)： Hg ,  OTF ,  触媒 ,  環化異性化 ,  レパジホルミン ,  アルカロイド類 ,  多様性 ,  全合成 ,  細胞毒活性