Baeyer–Villiger Oxidation: Ketones → Esters/Lactones (Migration Rules)

Master Baeyer–Villiger oxidation. Peracid addition, Criegee intermediate, migratory aptitude, and how to predict lactone products.

  • Reaction: Ketone → ester (or lactone)
  • What it does: Inserts O next to carbonyl via rearrangement
  • Typical reagents: mCPBA or peracids (RCO3H)
  • Key intermediate: Criegee intermediate
  • Driving force: Collapse to ester + carboxylic acid; relief of charge separation
  • Exam type: Regiochemistry (migration)
  • Exam type: Mechanism reasoning

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