Aliphatic claisen rearrangement promoted by organoaluminium compounds
โ Scribed by Kazuhiko Takai; Ichiro Mori; Koichiro Oshima; Hitosi Nozaki
- Publisher
- Elsevier Science
- Year
- 1981
- Tongue
- French
- Weight
- 214 KB
- Volume
- 22
- Category
- Article
- ISSN
- 0040-4039
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โฆ Synopsis
Treatment of ally1 vinyl ether derivatives with organoaluminium amphoteric reagent, R3Al or R2AlSPn, results in the title reaction at room temperature under uptake of R, H, or SPh as a nucleophile on the aldehydic carbon. Lewis acid catalysis of Diels-Alder reaction' or ene reaction2 has been recently well documented. The attempted aliphatic Claisen rearrangement 3 in the presence of common acidic catalysts such as TiC14, 4 BF3, 5
๐ SIMILAR VOLUMES
Treatment of aliphatic carbonyl compounds with trimethyisilyl chloride with Mg turning for Grignard reaction without any pre-treatmem in N,N-dimethylformamide at room temperature brought about highly facile, effective and stereoselective coupling to give the corresponding silyl enol ethers in good y