Synthesis and Characterization of Diastereoisomerically Pure Tetracyclo[6.2.1.13,6.02,7]dodec-9-ene-4-carboxylic Acid Derivatives
✍ Scribed by Timo Rager; C. Grant Willson
- Publisher
- John Wiley and Sons
- Year
- 2000
- Tongue
- German
- Weight
- 195 KB
- Volume
- 83
- Category
- Article
- ISSN
- 0018-019X
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✦ Synopsis
The synthesis and detailed NMR analysis of diastereoisomerically pure samples of 4-methyltetracyclo[6.2.1.1 3,6 .0 2,7 ]dodec-9-ene-4-carboxylic acid (2), tetracyclo[6.2.1.1 3,6 .0 2,7 ]dodec-9-ene-4-carboxylic acid ( ) and their tert-butyl esters are reported. Mixtures containing two isomers of the methyl esters of these compounds were obtained by a twofold, sequential Diels-Alder reaction between cyclopentadiene, and methyl methacrylate or methyl acrylate, respectively. Pure diastereoisomers of the acids were prepared by selective hydrolysis of their methyl esters.
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