790 likes | 924 Views
Chapter 4. Equilibrium of the compositions of Grignard reagents. n-butyllithium and potassium t-butoxide(super base). Retention of configuration. greater stability of sp 2 carbanions. Metal-halogen exchange. Metal-halogen exchange. Reduction of sulfides. dimethylaminonaphthalene(LDMAN).
E N D
n-butyllithium and potassium t-butoxide(super base) Retention of configuration greater stability of sp2 carbanions
Reduction of sulfides dimethylaminonaphthalene(LDMAN)
Shapiro reaction vinyllithium compounds Nicolaou et al. J.Am.Chem.Soc.Vol.117,No.2,1995,634.
Reactions with Alkylating Agents Limited in scope Radicals involved Hydrogen abstraction
Ring closure Grignard reagents Reaction with Carbonyl Compoundds addition of Grignard reagents
Competing reactions Meerwein- Pondorff-Verley reduction Enolization of the ketone
homoallylic system 3 1 2 3 4 2 1 3 4 2 1 4
fast electron transfer step no free radicals are generated