New synthesis of α-benzylaldehydes from 2-(dimethylphenylsilylmethylene)alkanals by fluoride promoted phenyl migration
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- 作者：Aronica ; Laura Antonella ; Morini ; Francesca ; Caporusso ; Anna Maria ; Salvadori ; Piero
- 关键词：α ; -benzyl aldehydes ; alkynes ; β ; -silylalkenal ; silicon and compounds
- 刊名：Tetrahedron Letters
- 出版年：2002
- 出版时间：August 12, 2002
- 年：2002
- 卷：43
- 期：33
- 页码：5813-5815
- 全文大小：71.9 K
文摘
α-Benzyl aldehydes are prepared from easily available β-silylalkenals and fluoride reagents, under mild experimental conditions; the reaction occurs instantaneously with almost quantitative yields. A plausible mechanism is suggested, which involves a 1,2-phenyl migration from the silicon to the adjacent carbon atom.