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Reaction of acylsilanes with potassium cyanide: Brook rearrangement under phase-transfer catalytic conditions

✍ Scribed by Kei Takeda; Yuji Ohnishi

Book ID
104210327
Publisher
Elsevier Science
Year
2000
Tongue
French
Weight
105 KB
Volume
41
Category
Article
ISSN
0040-4039

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✦ Synopsis

The reactions of acylsilanes with KCN under liquid-liquid phase-transfer catalytic conditions proceeded smoothly via the Brook rearrangement to produce O-silylated cyanohydrin derivatives in excellent yields. We also found that Ξ±-cyano carbanions generated by the Brook rearrangement in the reaction of (Ξ²-(trimethylsilyl)acryloyl)silane 7 can undergo alkylation at the Ξ³-position and that in the reaction of Ξ²bromoacylsilane 14 intramolecular alkylation occurs to afford cyclopropanone cyanohydrin derivative 16.

πŸ“œ SIMILAR VOLUMES

ChemInform Abstract: Reaction of Acylsil
ChemInform Abstract: Reaction of Acylsilanes with Potassium Cyanide: Brook Rearrangement under Phase-Transfer Catalytic Conditions.
✍ Kei Takeda; Yuji Ohnishi πŸ“‚ Article πŸ“… 2000 πŸ› John Wiley and Sons βš– 34 KB

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