Английская Википедия:Carbomethoxymethylenetriphenylphosphorane

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Carbomethoxymethylenetriphenylphosphorane is a chemical compound used in organic syntheses. It contains a phosphorus atom bound to three phenyl groups, and doubly bound to the alpha position of methyl acetate. It undergoes a Wittig reaction.[1] It is used in the Vitamin B12 total synthesis.

Production

Carbomethoxymethylenetriphenylphosphorane can be made via a multistep reaction using bromoacetic acid, dicyclohexylcarbodiimide, and triphenylphosphine. This makes a phosphonium salt, which is converted to the final product by sodium carbonate in water.[1]

Reactions

Carbomethoxymethylenetriphenylphosphorane reacts with aldehydes to give a two carbon atom extension. The carbomethoxymethylene group replaces the oxygen of the aldehyde to give a trans- double bond.[1]

References

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