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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| Project Status |
Completed (Fiscal Year 2014)
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| Budget Amount *help |
¥5,590,000 (Direct Cost: ¥4,300,000、Indirect Cost: ¥1,290,000)
Fiscal Year 2014: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000)
Fiscal Year 2013: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000)
Fiscal Year 2012: ¥2,990,000 (Direct Cost: ¥2,300,000、Indirect Cost: ¥690,000)
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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 / 二座含窒素複素環式カルベン配位子 / 不斉アリル位アルキル化 / キラル1,4-アミノアルコール / (R)-1-フェニルプロパノール / ジエチル亜鉛 / エナンチオ選択的付加反応 / 不斉反応剤 / 光学分割 / ジアステレオ選択的付加反応 / キラル3-置換フタリド / (+)-スピロラキシンメチルエーテル |
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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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Report
(4 results)
Research Products
(16 results)
