Conjugate addition [1] of a nucleophile to a polyconjugated carbonyl compound is an intriguing reaction as it can potentially result in CรC bond formation at one of the remote carbon atoms. In many cases, however, the regioselectivity may be poor, unpredictable, or condition-dependent, and the origi
A computational study of the 1,4-addition of lithium enolates to conjugated carbonyl compounds.
โ Scribed by Anna Bernardi; Anna Maria Capelli; Angiolina Comotti; Cesare Gennari; Carlo Scolastico
- Publisher
- Elsevier Science
- Year
- 1991
- Tongue
- French
- Weight
- 264 KB
- Volume
- 32
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
๐ SIMILAR VOLUMES
The conjugate addition of lithium diorganocupmte reagents to the enol tosylate of 1,2cyclohexanedione has been investigated. The intermediate enolates eliminatepara-toluenesulfiiate ion to generate the alkylated 1,2-dicarbonyl system.
The nucleophilic addition of the malononitrile anion MN to formaldehyde was studied theoretically by the AM1 semiempirical MO method. The addition is found to be endothermic with a late productlike transition state on the reaction coordinate. Additions of MN y to a series of carbonyl compounds were