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Aliphatic claisen rearrangement promoted by organoaluminium compounds

โœ 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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โœฆ 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


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Facile synthesis of silyl enol ethers by
โœ Yoshio Ishino; Yoshio Kita; Hirofumi Maekawa; Toshinobu Ohno; Yasuhiro Yamasaki; ๐Ÿ“‚ Article ๐Ÿ“… 1999 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 225 KB

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