Kinetic control of stereochemistry in the addition of unsymmetrical ketens to cyclopentadiene
β Scribed by Brook, P. R.; Harrison, J. M.; Duke, A. J.
- Book ID
- 115457556
- Publisher
- Royal Society of Chemistry
- Year
- 1970
- Weight
- 232 KB
- Volume
- 10
- Category
- Article
- ISSN
- 0577-6171
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π SIMILAR VOLUMES
Diels-Alder cycloaddition of cyclopentadiene (1) to 2,3-dicyano-p-benzoquinone (2), when performed in methanol solvent at ambient temperature (kinetic control), gave 3b. Reduction of 3b, carried out under mild conditions by using CeCI3-NaBH4, proceeded stereospecifically to afford diol $. Subsequent
## Abstract The title reactions have been investigated in a static system. The addition of acetylene to cyclopentadiene (CPD) results in formation of norbornadiene (BCH), cycloheptatriene (CHT), and toluene (T), while BCH decomposition produces CPD, C~2~H~2~, CHT, and T. Kinetic studies, comprising