Stereocomplementary reactions for preparing multi-substituted olefins and its application to distinctive molecules
| Project/Area Number |
15K05508
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| Research Category |
Grant-in-Aid for Scientific Research (C)
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| Allocation Type | Multi-year Fund |
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| Section | 一般 |
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| Research Field |
Synthetic chemistry
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| Research Institution | Kwansei Gakuin University |
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Principal Investigator |
Yoo Tanabe 関西学院大学, 理工学部, 教授 (30236666)
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| Co-Investigator(Renkei-kenkyūsha) |
MISAKI Tomonori 兵庫県立大学, 大学院理学研究科, 助教 (00411786)
NISHII Yoshinori 信州大学, 繊維学部, 准教授 (40332259)
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| Research Collaborator |
NAKATSUJI Hidefumi 関西学院大学, 理工学部, 助教 (80751817)
ASHIDA Yuichiro 関西学院大学, 大学院理工学研究科, リサーチアシスタント
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| Project Period (FY) |
2015-10-21 – 2018-03-31
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| Project Status |
Completed (Fiscal Year 2017)
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| Budget Amount *help |
¥4,680,000 (Direct Cost: ¥3,600,000、Indirect Cost: ¥1,080,000)
Fiscal Year 2017: ¥650,000 (Direct Cost: ¥500,000、Indirect Cost: ¥150,000)
Fiscal Year 2016: ¥1,690,000 (Direct Cost: ¥1,300,000、Indirect Cost: ¥390,000)
Fiscal Year 2015: ¥2,340,000 (Direct Cost: ¥1,800,000、Indirect Cost: ¥540,000)
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| Keywords | 立体選択的合成 / 多置換オレフィン / プロセス化学 / 立体補完的合成 / パラレル合成 / 医薬 / トシル化 / クロスカップリング / 立体補完的 / 立体補的合成 |
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| Outline of Final Research Achievements |
A divergent synthetic methodology producing E- and Z-stereodefined multi-substituted olefin scaffolds has been performed. The present protocols, which are directed for process chemistry, involve highly substrate-general E- and Z-stereocomplementary parallel syntheses. As distinctive applications, the first parallel syntheses of a couple of notable and useful pharmaceuticals were accomplished. That is (1) parallel synthesis of SSRI-drug, Zimelidine, without use of resolution method, and (2) parallel synthesis of cancer-treatment drug, Tamoxifen, a representative synthetic motif of all-carbon (fully)-substituted olefins. This methodology was highlighted in “Synform,” which is the journal introducing a notable synthetic chemistry.
During the course of study, we could propose two “Organic syntheses” procedures, which document practical methods with reproducibility for important synthetic building blocks.
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Report
(4 results)
Research Products
(33 results)
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[Journal Article] (E)-, (Z)-Parallel Preparative Methods for Stereodefined β,β-Diaryl- and α,β-Diaryl-α,β-unsaturated Esters: Application to Stereocomplementary Concise Synthesis of Zimelidine2015
Author(s)
Yuichiro Ashida, Yuka Sato, Takeyuki Suzuki, Kanako Ueno, Ken-ichiro Kai, Hidefumi, Nakatsuji, Yoo Tanabe
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Journal Title
Chem. Eur. J．
Volume: 21
Issue: 15
Pages: 5934-5945
DOI
Related Report
Peer Reviewed / Acknowledgement Compliant
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