96413-02-4

Upstream product

• 107-81-3 2-bromopentane 
• 73818-55-0 Bestmann ylide 
• 57325-22-1 sec-amyl magnesium bromide 
• 3739-97-7 (trimethylsilyl)methylenetriphenylphosphorane 
• 114643-94-6 C₉H₂₀O₂Si 
• 3739-98-8 triphenyl(trimethylsilylmethyl)phosphonium iodide 
• 19493-09-5 Methylenetriphenylphosphorane 
• 21204-67-1 methyl (triphenylphosphoranylidene)acetate 

Downstream Products

• 96412-95-2 (E)-4-Methyl-1-phenyl-hept-1-en-3-one 

Relevant academic research and scientific papers

Synthesis and reactions of [1-(trialkylsilyl)alkylidene]triphenylphosphoranes

Alkylidenetriphenylphosphoranes 1 react with trialkyl halosilanes 2 to afford silylated alkylidenephosphoranes 5, which can be converted to acylated alkylidenephosphoranes 8 and 10 by trimethylsilyl carboxylates 6 or carboxylic anhydrides 10. Bis(acylalkylidenephosphoranes) 13-15 are available from 5 and bis(trimethylsilyl) dicarboxylates 12 or cyclic or polymeric anhydrides 16, 17.

Cumulated Ylides XIX. Chain-lenghthening Difunctionalization of Grignard Compounds by Reaction with Ketenylidenetriphenylphosphorane. A New Route to (E)-α,β-Unsaturated Ketones and the Queen Substance

The reaction of Grignard compounds with ketenylidenetriphenylphosphorane and subsequent hydrolysis yields 2-oxoalkylidenetriphenylphosphoranes.The latter undergo Wittig reaction, whereby (E)-α,β-unsaturated ketones are obtained.An application of this strategy to the synthesis of carbonyl homologues of Lepidoptera pheromones and the queen substance is shown.