The stereochemistry of the SRN1 reaction in some cyclohexane derivatives
β Scribed by Robert K. Norris; Rosalind J. Smyth-King
- Publisher
- Elsevier Science
- Year
- 1982
- Tongue
- French
- Weight
- 754 KB
- Volume
- 38
- Category
- Article
- ISSN
- 0040-4020
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π SIMILAR VOLUMES
## Abstract Chiral phenyl acetamide enolate ions were diastereoselectively arylated using aromatic substrates by means of the S~RN~1 reaction. The substitution took place with a diastereomeric excess that varied from 31β98%, depending on the enolate counterion, the reaction temperature, the solvent
Conflicting literature reports dealing with the stereochemistry of the cyclohexanone formed from the Michael reaction of dibenzalacetono with dimethyl malonate have been resolved by X-ray structure analysis. The compound is the trans isomer with a twist conformation.
b) R. F. Hudson and M. Green, Angew. Chem. Internat. Edit. & 11 (1963).