Reaction of chloromethylcarbene with trimethylsilyl enol ethers. Synthesis of eucarvone, (±)-nuciferal and (±)-manicone.
✍ Scribed by L. Blanco; N. Slougui; G. Rousseau; J.M. Conia
- Publisher
- Elsevier Science
- Year
- 1981
- Tongue
- French
- Weight
- 236 KB
- Volume
- 22
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
New synthesis of Eucarvone I, ( ?)-Nuciferal 12 and (? )-Manicone Is are described from trimethylsilyl enol ethers 2, & and 14 via their chloromethylenation _ products by means of a two carbons homologation reaction.
📜 SIMILAR VOLUMES
Synthesis of 1,4-diketones in good yields was achieved by the coupling reaction of the trinethylsilyl enol ethers of acetophenone, thiophene or furan with lead tetraacetate in dry dichloromethane and tetrahydrofuran at -78"C.
Phenylthio ketones were obtained in good yields by the successive treatment of alkenyl sulfides with TiC14-ROH (R= Me or t-Bu) and trimethylsilyl enol ethers. Alkenyl sulfides are regarded as "masked carbonyl compounds" and various methods for the preparation of them including the alkylation of 1-(a
Aldol-type reactions of trimethylsilyl enol ethers with acetals, ketals, and orthoesters are successfully performed with the aid of a catalytic amount of rhodium complex, Rh4(C0)12 or [Rh(COD)(DPPB)]+ClO,-, under neutral conditions.