A comparison of the reactions of [(phenylthio)(trimethylsilyl) methyl] lithium with. alpha.,. beta.-unsaturated ketones and those of other acyl anion equivalents …
DJ Ager, MB East
Index: Ager, David J.; East, Michael B. Journal of Organic Chemistry, 1986 , vol. 51, # 21 p. 3983 - 3992
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Citation Number: 45
Abstract
The factors influencing the site of attack of [(phenylthio)(trimethylsilyl) methyl] lithium (1) with enones were investigated. Cyclohexenone (2) was chosen as a model compound, and conjugate addition occurred in THF-HMPA or DME; this mode of addition was also promoted by a potassium counterion. When the reaction was carried out with other enones, conjugate addition in THF-HMPA or DME was only observed if the P-position or the a, p-unsaturated ...
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