Question

In a stereospecific Wittig reaction: Discuss how a carbon nucleophile was generated from benzyltriphenylphosphonium chloride.

In a stereospecific Wittig reaction: Discuss how a carbon nucleophile was generated from benzyltriphenylphosphonium chloride.

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Answer #1

Solution:

The witting reaction is the premier methodology in synthesis of alkenes, it uses carbonyl compounds as an electrophile, attacked by phosphorous ylide. In elimination reaction carbon skeleton is pre-assembled while smaller carbon units are conjoined to make the alkene double bond, which favors the quick assembling of complex structures, the genereal representation of witting reaction is pictorially shown below,

In witting reaction reactions phosphine oxide formed as side product and the detailed mechanism is represented below,

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