2014 Fiscal Year Final Research Report
Catalytic asymmetric reactions by the use of chiral o-xylylene derivatives
| Project/Area Number |
24550113
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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 | Yokohama National University |
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Principal Investigator |
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| Project Period (FY) |
2012-04-01 – 2015-03-31
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| Keywords | 不斉合成反応 / 不斉触媒反応 / キラル二置換オルトキシリレン骨格 / キラルジオール / キラルアミノアルコール / キラルジアミン / 含窒素複素環式カルベン配位子 / キラルシフト試薬 |
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| Outline of Final Research Achievements |
Catalytic asymmetric synthesis is an efficient method for the synthesis of chiral compounds.
Firstly, general method for the synthesis of chiral 1,4-diol with o-xylylene skeleton, 1,2-phenylenebis(substituted methanol), was developed, as only a few were reported for the catalytic asymmetric reaction using chiral compounds with o-xylylene skeleton. Then, the chiral diol was converted to various derivatives stereospecifically and catalytic asymmetric reactions were examined using them. Various chiral secondary alcohols were obtained with high enantiomeric excess using the chiral amino alcohol catalysts with o-xylylene skeleton in enantioselective addition of organozinc reagents to aldehydes, and chiral carboxylic acid derivative was obtained using palladium complex with N-heterocyclic carbene ligand with o-xylylene skeleton as catalyst in allylic alkylation reaction. Thus, chiral o-xylylene skeleton has become apparent to be efficient in asymmetric synthesis.
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| Free Research Field |
有機合成化学
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