CM3221
Ketone/Aldehyde
- Acid Chloride using R(2)CuLi
- DMF to make aldehydes by introducing R group
- Nitrile with R1 attached and R2 introduced to form enamine
Reduction Amination
- Amide (LiAlH4)
- Enamine/imine (NaB(CN)H3), NaB(OAc)3H)
- Azide (NaBH4)
- Cyanide (CH2NH2) (H2, Raney Ni)
Alcohols
- Grignard Reagent
- Epoxides (Made from Alkenes or Sulfur Yilid, Me2S=CH2)
Carboxylic Acids
- CO2 plus Grignard Reagent
- Cynaide followed by hydrolysis
Sulfides
RSH (using thiourea and react with R-Br, follow by NaOH, H2O to release RSH)
Mannich
Double Bond with one Ester group and one Electron donating Group
Knoevenagel Reaction Use 1,3 dicarbonyl plus respective aldehyde/ketones
- CH2O +R2NH to form enamine with H+. 2. MeI to form good leaving group 3. Base to form double bond
1,2 difunctional Compounds
- Using Nitro Alkanes
Amino Acids (ketone and amine to form enamine and then attack via CN and hydrolysis to form COOH
Alkene Synthesis
- See if can add OH group to become carbonyl reaction
- Use Wittig