Metal catalysis in organic reactions. Part 4. Stereospecificity in the dimerization and cyclotrimerization of chiral alk-1-ynes
- 1 January 1977
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 11,p. 1333-1335
- https://doi.org/10.1039/p19770001333
Abstract
The reaction of (S)-3-methylpent-1-yne with tri-isobutylaluminium in the presence of bis-N-methylsalicylideneaminenickel has been studied. Depending on the experimental conditions, the alkyne was converted mainly into (E)-(3S,7S)-3,7-dimethyl-4-methylenenon-5-ene or 1,3,5-tris-[(S)-1-methylpropyl]benzene. Both dimerization and cyclotrimerization occurred without racemization. In this context the stereospecificity of other catalysed cyclotrimerizations has been examined.Keywords
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