Organic Synthesis by the Use of the Electrochemically Generated Active Zero-valent Tin Reagent
| Project/Area Number |
61550640
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| Research Category |
Grant-in-Aid for General Scientific Research (C)
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| Allocation Type | Single-year Grants |
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| Research Field |
Synthetic chemistry
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| Research Institution | Okayama University, Faculty of engineering |
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Principal Investigator |
UNEYAMA Kenji Okayama University, Faculty of Enculty of Engineering, Professor, 工学部, 教授 (00033150)
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| Project Period (FY) |
1986 – 1987
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| Project Status |
Completed (Fiscal Year 1987)
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| Budget Amount *help |
¥2,200,000 (Direct Cost: ¥2,200,000)
Fiscal Year 1987: ¥500,000 (Direct Cost: ¥500,000)
Fiscal Year 1986: ¥1,700,000 (Direct Cost: ¥1,700,000)
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| Keywords | Zero-valent tin / ヒドロキシメチル化 / アルドール反応 / 活性スズ試薬 / 塩化第一錫 / ピナコール化 |
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| Research Abstract |
The generation and recycle use of the active zero-valent tin reagent have been investigated by the electroreduction and aluminum-promoted reduction.
Four types of reactions ahbeen examined, namely
1) Tin-promoted electrochemical hydrodimerization of ionones
2) SnCl_2-promoted -exomethylenelactonization of bromomethylacrylic acid with alhdeydes in an MeOCH_2CH_2OH-H_2O-AcoH system
3) Al-SnCl_2-promoted hydroxymethylation of allyl chlorides in aqueous THF
4) Al -SnCl_2-promoted stereocontrolled aldol reaction of -bromoketones with aldehydes in dry DMF in the presence of a catalytic amount of acetic acid
The zero-valent tin generated by Al-SnCl_2 system was found to be markedly active so that the reagent can insert to cinamyl chloride in aqueous solution without hydrolysis of the cinnamyl chloride.
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Report
(2 results)
Research Products
(3 results)
