Peterson Olefination: Carbonyl → Alkene via α‑Silyl Carbanions

Learn the Peterson olefination: α‑silyl carbanion addition to carbonyls, then elimination to alkenes. Acid vs base conditions and E/Z outcomes.

• Reaction: Carbonyl → alkene
• What it does: Forms alkenes via β-hydroxysilane intermediate
• Typical reagents: TMSCH2Li (or related) + aldehyde/ketone; then acid or base for elimination
• Key intermediate: β-hydroxysilane
• Driving force: Elimination forms strong Si–O bond in some pathways
• Exam type: Stereochemistry (E/Z)
• Exam type: Mechanism reasoning