Corey–House Synthesis (Gilman Coupling)

Corey–House synthesis is a method used to prepare higher alkanes by coupling an alkyl halide with a Gilman reagent (lithium dialkylcuprate, R₂CuLi).

Preparation of Gilman Reagent

Important JEE/NEET Points

✔ Best with primary alkyl halides
✔ Does not work well with tertiary halides (elimination dominates)
✔ Useful for forming unsymmetrical alkanes
✔ Milder and more selective than Wurtz reaction
✔ Works via substitution mechanism

Mechanistic Reason

  • Proceeds via substitution (SN2-like)
  • No free radical chain process
  • Controlled coupling

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