Synthesis of 4-Ethoxycarbonyltropolones from Masked o-Benzoquinones
碩士 === 中原大學 === 化學研究所 === 99 === In this study, ethyl (dimethylsulfuranylidene) acetate (EDSA) was used for cyclopropanation reaction of MOBs to obtain bicyclo[4.1.0]heptenone systems, which were then converted to 4-ethoxycarbonyltropolones via acid-catalyted hydrolysis of the ketal group, ring expa...
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| Format: | Others |
| Language: | zh-TW |
| Published: |
2011
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| Online Access: | http://ndltd.ncl.edu.tw/handle/02484629516184641614 |
| Summary: | 碩士 === 中原大學 === 化學研究所 === 99 === In this study, ethyl (dimethylsulfuranylidene) acetate (EDSA) was used for
cyclopropanation reaction of MOBs to obtain bicyclo[4.1.0]heptenone systems, which were then converted to 4-ethoxycarbonyltropolones via acid-catalyted hydrolysis of the ketal group, ring expansion by boron trifluoride-ether and hydrolysis the difluoro borates.
Furthermore, the structure of ring enlargement were revised. Difluoroborane is coordinating to both of the oxygen of the diketone forming a five-member ring. The removal of difluoroborane can be done by basic solution.
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