2013 Fiscal Year Final Research Report
Design of chiral calix arene for synthesis of optically-active unnatural amino acids by asymmetric complexation
| Project/Area Number |
23750037
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| Research Category |
Grant-in-Aid for Young Scientists (B)
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| Allocation Type | Multi-year Fund |
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| Research Field |
Organic chemistry
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| Research Institution | Niigata University |
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Principal Investigator |
TAYAMA Eiji 新潟大学, 自然科学系, 准教授 (90372474)
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| Project Period (FY) |
2011 – 2013
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| Keywords | 不斉包接 / 転位反応 / 四級アンモニウム塩 / アミノ酸 |
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| Research Abstract |
Optically-active large cyclic compounds were prepared from calix arenes. NMR analysis of a 1:1 complex between the chiral calix arene and a racemic tetraalkylamkmonium salt was examined. Each enantiomer of the tetraalkylammonium salt were observed separately in the spectrum. Asymmetric rearrangements of the tetraalkylammonium salts using the chiral calix arenes as an organo-catalyst were examined. The rearrangement products were successfully converted to the corresponding unnatural amino acids.
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