2013 Fiscal Year Final Research Report
Asymmetric synthesis in aqueous solvents using chimeric peptide catalysts
| Project/Area Number |
23550116
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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 | The University of Tokyo |
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Principal Investigator |
KUDO Kazuaki 東京大学, 生産技術研究所, 教授 (80251669)
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| Co-Investigator(Kenkyū-buntansha) |
AKAGAWA Kengo 東京大学, 生産技術研究所, 助教 (60548733)
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| Project Period (FY) |
2011 – 2013
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| Keywords | 有機分子触媒 / 不斉触媒 / ペプチド / 二次構造 |
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| Research Abstract |
The seemingly not catalytically active helical part of the chimeric peptide catalyst was found to play a role to stabilize the catalytically active turn motif by means of 2D-NMR measurement. Screening for optimal peptide catalyst was performed on the basis of combinatorial approach, and a peptide with hitherto unknown sequence was found. It was anticipated that the newly found peptide catalyst might realize the enantioselectivity not by simple steric control but by other guiding principle. For other reactions catalyzed by chimeric peptides, 1) a conjugate addition to beta-disubstituted alpha,beta-unsaturated aldehydes and 2) kinetic resolution of racemic planar chiral compounds were successfully developed.
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