Unusually High Reactivity of the C-Si Bond in the Lewis Acid Mediated Reactions of (<i>E</i>)-1-(Trimethylsilyl)-2-(isopropylthio)ethylene with Carbonyl Electrophiles
作者:Bianca Bonini、Mauro Comes-Franchini、Mariafrancesca Fochi、Germana Mazzanti、Alfredo Ricci
DOI:10.1055/s-1997-3240
日期:1997.6
In the reaction with benzaldehyde and with cyclic α,β-unsaturated ketones in the presence of Lewis acids (E)-1-(trimethylsilyl)-2-(isopropylthio)ethylene exhibits enhanced reactivity compared to that of (E)-1-(trimethylsilyl)-hept-1-ene. Moreover depending upon the nature of the Lewis acid used, stoichiometric or catalytic pathways can be envisioned which lead to different reaction products.
在路易斯酸存在下,(E)-1-(三甲基硅基)-2-(异丙基硫代)乙烯与苯甲醛和环δ,δ-不饱和酮反应时,其反应活性比(E)-1-(三甲基硅基)-庚-1-烯更强。此外,根据所使用的路易斯酸的性质,可以设想出导致不同反应产物的化学计量或催化途径。