2013 Fiscal Year Final Research Report
Development of the highly efficient iron-catalyzed asymmetric reaction system aimed for the versatile synthesis of chiral compounds of biological interest
| Project/Area Number |
23590011
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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 |
Chemical pharmacy
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| Research Institution | Kumamoto University |
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Principal Investigator |
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| Project Period (FY) |
2011 – 2013
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| Keywords | 鉄 / 触媒 / エポキシ化 / 酸化 / 1,2-ジアミン / キラル合成子 |
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| Research Abstract |
A new method was established for the preparation of trans-4,5-dimethoxy-2-imidazolidinone (DMIm), versatile chiral synthon for the preparation of various optically active 1,2-diamines which were very useful in the field of pharmaceutical and/or agrochemical science, via the Fe(III)-catalyzed oxidation of 2-imidazolone by H2O2-urea followed by the subsequent optical resolution via the introduction of a MAC moiety. Chiral DMIm was also available from highly diastereoselective Fe-catalyzed oxidation of chiral 2-imidazolone. Enantioselective oxidation of trans-stilbene catalyzed by chiral "roofed" cis-1,2-diamine-iron complex was tried and moderate enantioselectivity was achieved.
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