2006 Fiscal Year Final Research Report Summary
STEREOSELECTIVE SYNTHESIS OF NEW CHIRAL COMPOUNDS FROM <-AMINO ACIDS
| Project/Area Number |
16550097
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| Research Category |
Grant-in-Aid for Scientific Research (C)
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| Allocation Type | Single-year Grants |
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| Section | 一般 |
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| Research Field |
Synthetic chemistry
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| Research Institution | Tottori University |
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Principal Investigator |
KISE Naoki TOTTORI UNIVERSITY, FACULTY OF ENGINNERING, PROFESSOR, 工学部, 教授 (90177824)
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| Project Period (FY) |
2004 – 2006
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| Keywords | REDUCTIVE COUPLING / IMINO ESTERS / α-AMINOACIDS / L-ASPARTIC ACID / L-GLUTAMIC ACID / AZETIDINES / β-AMINOALCOHOLS / 1,2-DIAMINES |
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| Research Abstract |
1) Electroreductive intramoleculer coupling of aromatic dimethyl imino-a,ω- esters prepared from L-aspartic acid gave chiral azetidines and pyrrolidines, while electroreduction of the corresponding a-amides afforded only chiral pyrrolidines.
2) Electroreductive intramoleculer coupling of aromatic dimethyl imino-a,ω- esters prepared from L-glutamic acid gave chiral azetidines stereo specifically. On the contrary, electroreduction of the corresponding a-amides afforded chiral piperidines.
3) Electroreductive intermolecular coupling of aromatic imines prepared from L-amino acids with acetone gave chiral amionalcohols stereoselectively.
4) Reductive homo-coupling of aromatic iminopeptides prepared from L-amino acids with zinc gave chiral 1,2-diamines stereoselectively.
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