Application of Chiral Nucleophilic Catalysts for Highly Difficult Molecular Transformations
| Project/Area Number |
19K05456
|
|---|
| Research Category |
Grant-in-Aid for Scientific Research (C)
|
| Allocation Type | Multi-year Fund |
|---|
| Section | 一般 |
|---|
| Review Section |
Basic Section 33020:Synthetic organic chemistry-related
|
|---|
| Research Institution | Gihu University of Medical Science |
|---|
Principal Investigator |
Mandai Hiroki 岐阜医療科学大学, 薬学部, 准教授 (60534427)
|
|---|
| Co-Investigator(Kenkyū-buntansha) |
菅 誠治 岡山大学, 自然科学研究科, 教授 (50291430)
|
|---|
| Project Period (FY) |
2019-04-01 – 2022-03-31
|
| Project Status |
Completed (Fiscal Year 2021)
|
| Budget Amount *help |
¥4,290,000 (Direct Cost: ¥3,300,000、Indirect Cost: ¥990,000)
Fiscal Year 2021: ¥780,000 (Direct Cost: ¥600,000、Indirect Cost: ¥180,000)
Fiscal Year 2020: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000)
Fiscal Year 2019: ¥2,210,000 (Direct Cost: ¥1,700,000、Indirect Cost: ¥510,000)
|
|---|
| Keywords | 求核触媒 / アシル化 / 有機分子触媒 / 非対称化 / 速度論的光学分割 / 不斉求核触媒 / ポリオール / 固定化触媒 |
|---|
| Outline of Research at the Start |
申請者らは独自のアプローチでキラルなN,N-ジメチル-4-アミノピリジン(DMAP)の創製に成功し，さまざまなアシル化反応に適用できることを明らかにしている．しかしアルコールのエナンチオ選択性的アシル化では，使用できるアシル化剤はイソ酪酸無水物に限定されるなど，改善すべき課題もいくつか残されていた．そこで本研究の目的は「様々なアシル化剤を用いることができる汎用性のある反応を開発すること，および簡易型固定化触媒を創製すること」である．本研究の肝となるイオン対の構造に着目した系統的な検討はこれまで報告例はなく，学術的独自性を有すると考えられる．
|
| Outline of Final Research Achievements |
In order to further exploration of difficult molecular transformations reactions using binaphthyl-based DMAP derivatives, we worked on (1) structural elucidation of N-acylpyridinium salts important for enantioselectivity, (2) development of enantioselective (or regioselective) acylation of polyols, and (3) development of simple immobilized catalysts for acylation. In each research field, In each of these research items, we were able to obtain unprecedented knowledge. In particular, we obtained various the acylation of polyols yielded results that exceeded our initial expectations.
|
| Academic Significance and Societal Importance of the Research Achievements |
本研究成果は，医薬品，農薬，天然物などの生物活性化合物合成に利用できるキラルビルディング（キラル合成素子）を迅速かつ効率的に合成できる方法であり，従来の触媒ではなし得なかった高選択的な分子変換を実現できた。将来的には医薬品や農薬などのファインケミカルの分野に大きく波及するものと期待している。
|
Report
(4 results)
Research Products
(21 results)
-
-
-
-
[Journal Article] The fungal metabolite (+)-terrein abrogates ovariectomy-induced bone loss and receptor activator of nuclear factor-κB ligand-induced osteoclastogenesis by suppressing protein kinase-C α/βII phosphorylation.2021
Author(s)
Kyosuke Sakaida, Kazuhiro Omori, Masaaki Nakayama, Hiroki Mandai, Saki Nakagawa, Hidefumi Sako, Chiaki Kamei, Satoshi Yamamoto, Hiroya Kobayashi, Satoki Ishii, Mitsuaki Ono, Soichiro Ibaragi, Keisuke Yamashiro, Tadashi Yamamoto, Seiji Suga and Shogo Takashiba
-
Journal Title
Frontiers in Pharmacology
Volume: 12
Pages: 674366-674366
DOI
Related Report
Peer Reviewed / Open Access
-
-
-
-
[Journal Article] The Fungal Metabolite (+)-Terrein Abrogates Osteoclast Differentiation via Suppression of the RANKL Signaling Pathway through NFATc12020
Author(s)
S. Nakagawa, K. Omori, M. Nakayama, H. Mandai, S. Yamamoto, H. Kobayashi, H. Sako, K. Sakaida, H. Yoshimura, S. Ishii, S. Ibaragi, K. Hirai, K. Yamashiro, T. Yamamoto, S. Suga
-
Journal Title
Int. Immunopharmacol
Volume: 83
Pages: 106429-106429
DOI
NAID
Related Report
Peer Reviewed / Open Access / Int'l Joint Research
-
-
-
-
-
-
-
-
-
-
-
-
-
