Catalysis and regioselectivity in the Michael addition of azoles. Kinetic vs. thermodynamic control
✍ Scribed by András Horváth
- Publisher
- Elsevier Science
- Year
- 1996
- Tongue
- French
- Weight
- 224 KB
- Volume
- 37
- Category
- Article
- ISSN
- 0040-4039
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📜 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
Intramolecular conjugate addition of amide enolates to ct,l~-unsaturated esters was found to give either of the diastereomeric trans-3,4-disubstituted pyrrolidin-2-ones 6, 10 or 7, 11 as the major products, by choosing the appropriate reaction conditions. The cyclisation performed with Nail in THF a