Preparation of optically active ketones from equilibrium systems using highly selective chiral molecular recognition.
Project/Area Number |
26460027
|
Research Category |
Grant-in-Aid for Scientific Research (C)
|
Allocation Type | Multi-year Fund |
Section | 一般 |
Research Field |
Chemical pharmacy
|
Research Institution | Tokushima Bunri University |
Principal Investigator |
KAKU HIROTO 徳島文理大学, 薬学部, 准教授 (90299339)
|
Project Period (FY) |
2014-04-01 – 2017-03-31
|
Project Status |
Completed (Fiscal Year 2016)
|
Budget Amount *help |
¥4,810,000 (Direct Cost: ¥3,700,000、Indirect Cost: ¥1,110,000)
Fiscal Year 2016: ¥910,000 (Direct Cost: ¥700,000、Indirect Cost: ¥210,000)
Fiscal Year 2015: ¥780,000 (Direct Cost: ¥600,000、Indirect Cost: ¥180,000)
Fiscal Year 2014: ¥3,120,000 (Direct Cost: ¥2,400,000、Indirect Cost: ¥720,000)
|
Keywords | 平衡複雑系 / 不斉分子認識 / デラセミ化 / ホスト-ゲスト化学 / TADDOL型ホスト分子 / ジアステレオ制御 / 包接錯体 / 光学活性化合物 |
Outline of Final Research Achievements |
trans-cis mixture of (5R)-2-benzyl-5-methylcyclohexanone were converted to cis-form (91% de) by a thermodynamic equilibrium condition using TADDOL-type host molecule 1 in alkaline aqueous MeOH. The efficiency of this conversion was strongly influenced by the ratio of the solvent components (H2O/MeOH). Cyclohexenone was converted to (S)-3-methoxycyclohexanone using TADDOL-type host molecule 1 and DBU as a basic catalyst in H2O/MeOH (3:7). X-ray analytical studies were also carried out and disclosed the nature of this chiral molecular recognition process in the solid phase.
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Report
(4 results)
Research Products
(9 results)