A new generation of 'instant ylides': powder mixtures of phosphonium salts and potassium hydride as storable precursors to Wittig reagents
| Autor: | Qian Wang, Manfred Schlosser, Mirella El-Khoury |
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| Předmět: |
chemistry.chemical_classification
ylide instant prepn Wittig reagent storable precursor phosphonium salt potassium hydride mixt Organic Chemistry Mixing (process engineering) Salt (chemistry) Ether Biochemistry chemistry.chemical_compound chemistry Potassium hydride Reagent Sodium amide Drug Discovery Wittig reaction Ylides Role: RCT (Reactant) Organic chemistry Phosphonium RACT (Reactant or reagent) (mixts. of phosphonium salts and potassium hydride as storable precursors to Wittig reagents) |
| Popis: | Mixing a finely pulverized alkyltriphenylphosphonium salt and potassium hydride in 1:1 molar ratio gives a ready-to-use powder the components of which react rapidly when tert-Bu Me ether is added under stirring. When, in general after a few minutes, the generation of the (triphenylphosphonio)alkanide is complete, it can be immediately used for the Wittig olefination of a carbonyl compd. Compared to sodium amide based \"instant ylides\", the new blends offer little advantage as long as simple phosphonium salts are ingredients but they extend considerably the shelf life of mixts. contg. heterosubstituted derivs. such as methylthiomethyl- or picolyltriphenylphosphonium salts. [on SciFinder (R)] |
| Databáze: | OpenAIRE |
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