Wittig Reaction: Converting Carbonyls into Alkenes

Master the Wittig reaction: ylide formation, betaine/oxaphosphetane intermediates, and alkene formation driven by Ph3P=O. Learn E vs Z selectivity and common exam traps.

  • Key nucleophile: Phosphorus ylide (Ph3P=CHR)
  • Electrophile: Aldehyde/ketone
  • Driving force: Formation of strong Ph3P=O bond
  • Selectivity shortcut: Non‑stabilized ylides often favor Z; stabilized ylides often favor E (general trend)
  • Big exam task: Draw starting materials for a target alkene (retrosynthesis)
  • Exam type: Predict the major product
  • Exam type: Synthesis / retrosynthesis
  • Exam type: Stereochemistry (E/Z)

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