Addition of Grignard reagents -- convert esters to 3o alcohols.
When reacting with esters, the Grignard reagent adds twice. The first addition forms a ketone, but Grignard reagents are strong enough nucleophiles to add to ketones as well. Therefore, the reaction continues to the tertiary alcohol.
1) Nucleophilic attack
2) Leaving group removal
3) Nucleophilic attack
Organocuprate reagents convert acid chlorides to ketones
Prof. Steven Farmer (Sonoma State University)
- Layne A. Morsch - University of Illinois Springfield