2010 Fiscal Year Final Research Report
Development and application of catalytic multi-component coupling and ring-forming reactions
| Project/Area Number |
19390005
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| Research Category |
Grant-in-Aid for Scientific Research (B)
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| Allocation Type | Single-year Grants |
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| Section | 一般 |
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| Research Field |
Chemical pharmacy
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| Research Institution | Kyoto University |
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Principal Investigator |
TAKEMOTO Yoshiji Kyoto University, 薬学研究科, 教授 (20227060)
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| Co-Investigator(Kenkyū-buntansha) |
YASUI Yoshizumi 神奈川県立保健福祉大学, 保健福祉学部, 講師 (10432410)
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| Project Period (FY) |
2007 – 2010
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| Keywords | 複素環化学 / 全合成 / 不斉合成 |
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| Research Abstract |
To develop practical synthetic method of polycyclic heterocycles such as tetrahydroisoquinolines and oxindoles, which are very important as biologically active drug-templates, several metal-catalyzed reactions of 2-alkynylbenzylamines and carbamoyl chlorides bearing an alkene or diene moiety were investigated with In(OTf)_3, AuCl・PPh3/AgNTf_2, and Pd(dba)_2. Consequently, we have succeeded in the formal synthesis of epieburnamonine and isoelacomine as well as the construction of the core structures of ecteinascidin 743 and vincorine.
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Research Products
(59 results)
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[Journal Article] Synthetic studies on vincorine : access to 3a,8a-dialkyl-1,2,3,3a,8,8a-hexahydropyrrolo-[2,3-b]indole skeleton.2009
Author(s)
Yasui, Y., Kinugawa, T., Takemoto, Y.
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Journal Title
Chem.Commun.
Pages: 4275-4277
Peer Reviewed
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[Journal Article] Indium(III)-Catalyzed Tandem Reaction with Alkynylbenzaldehydes and Alkynylanilines to Heteroaromatic Compounds2008
Author(s)
Yanada, R., Hashimoto, K., Tokizane, R., Miwa, Y., Minami, H., Yanada, K., Ishikura, M., Takemoto, Y.
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Journal Title
J.Org.Chem. 73
Pages: 5135-5138
Peer Reviewed
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[Journal Article] Concise Synthesis of 1,2-Dihydroisoquinolines and 1H-Isochromenes by Carbophilic Lewis Acid-Catalyzed Tandem Nucleophilic Addition and Cyclization of 2-(1-Alkynyl)arylaldimines and 2-(1-Alkynyl)arylaldehydes.2007
Author(s)
Obika, S., Kono, H., Yasui, Y., Yanada, R., Takemoto, Y.
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Journal Title
J.Org.Chem. 72
Pages: 4462-4468
Peer Reviewed
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[Journal Article] Intramolecular cyanoamidation of unsaturated cyanoformamides catalyzed by palladium: an efficient synthesis of multi-functionalized lactams.2007
Author(s)
Kobayashi, Y., Kamisaki, H., Takeda, H., Yasui, Y., Yanada, R., Takemoto, Y.
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Journal Title
Tetrahedron 63
Pages: 2978-2989
Peer Reviewed
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[Presentation]2009
Author(s)
塚野千尋、○石田貴之、竹本佳司
Organizer
第59回日本薬学会近畿支部大会
Place of Presentation
大阪
Year and Date
2009-10-24
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[Presentation] Palladium-Catalyzed Intramolecular Cyanoamidation2007
Author(s)
○Yoshizumi Yasui, Yusuke Kobayashi, Haruhi Kamisaki, Hiroshi Takeda, Reiko Yanada, Yoshiji Takemoto
Organizer
14th IUPAC International Symposium on Organometallic Chemistry Directed Towards Organic Synthesis [OMCOS-14]
Place of Presentation
Nara
Year and Date
20070802-20070806
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