Alkylcerium reagents and hydride ions add to multiple bonds of homoallyl alcohols under mild conditions, leading to saturated alcohols in good yields.
Organocerium reagents. Nucleophilic addition to easily enolizable ketones
β Scribed by Tsuneo Imamoto; Yasushi Sugiura; Nobuyuki Takiyama
- Publisher
- Elsevier Science
- Year
- 1984
- Tongue
- French
- Weight
- 229 KB
- Volume
- 25
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
β¦ Synopsis
Organocerium reagents, prepared from organolithiums and anhydrous cerium (III) chloride, react cleanly with easily enolizable ketones to afford the addition products in good to excellent yields. The nucleophilic addition of Grignard or lithium reagents to carbonyl compounds is undoubtedly one of the most versatile reactions in synthetic organic chemistry.
π SIMILAR VOLUMES
## Abstract A combination of organylmagnesium reagent with FeCl~2~ or YbCl~3~ generates a complex reagent that undergoes nucleophilic addition to enolizable ketones like Ξ±βtetralone (I) prior to enolization.
We studied the nucleophilic addition of organocerium reagents to β£-alkoxy hydrazones. The results depend upon the organocerium reagents, the nature of protection for the hydroxy group, and the solvents used. Contrary to Grignard reagents, organocerium reagents derived from Grignard reagents effectiv