1993 Fiscal Year Final Research Report Summary
Development of New Synthetic Reactions Using High Efficient Acidic Catalysts
| Project/Area Number |
04453029
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| Research Category |
Grant-in-Aid for General Scientific Research (B)
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| Allocation Type | Single-year Grants |
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| Research Field |
有機化学一般
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| Research Institution | Science University of Tokyo |
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Principal Investigator |
MUKAIYAMA Teruaki Science Univ.of Tokyo Professor, 理学部, 教授 (60016003)
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| Project Period (FY) |
1992 – 1993
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| Keywords | Acidic catalyst / Carboxylic ester / Glycosylation / 1,2-Cis glycoside / 2-Amino sugar / Ribose / Arabinose |
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| Research Abstract |
In this research, new synthetic reactions using acitive acidic catalysts have been developed By using these novel catalysts, high efficiency has been attained.
1. In the presence of a catalytic amount of TiCl_4 and a stoichiometric amount of p-trifluoromethylbenzoic anhydride, aniline reacted with carboxylic acid trimethylsilylesters to give the corresponding carboxylic anilides in high yields.
2. In the presence of an active catalyst prepared from SiCl_4 and AgClO_4 and a stoichiometric amount of p-trifluoromethylbenzoic anhydride, carboxylic acids or their trimethylsilyl esters reacted with aromatic compounds to afford the corresponding Friedel-Crafts adducts in high yields.
3. In the presence of a catalytic amount of trityl salt, epoxides reacted with silylated nucleophiles to give the adducts, via carbon-carbon and carbon-oxygen bonds formation and rearrangement.
4. Several stereoselective glycosylation reactions of 2-amino sugars, arabinose, ribose, etc. were developed by using active catalysts under mild conditions.
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