1. Ruthenium And Silver Reagents

2. Ruthenium And Silver Reagents
Ruthenium Tetroxide.
Fetizon Oxidation.
Silver Oxide.
Prevost Reaction.

3. Ruthenium Reagents Ruthenium Tetroxide
- effective for the conversion of 1° alcohols to RCO2H and 2° alcohols to ketones
- oxidizes multiple bonds and 1,2-diols.
Lec. 3

4. Silver Reagents

5. Silver Reagents
Lec. 3

6. - mild oxidation of aldehyde to carboxylic acids
Silver Oxide (AgO2)
- mild oxidation of aldehyde to carboxylic acids
Lec. 3

7. Prevost Reaction Ag(PhCO2)2, I2
Lec. 3

8. Other Metal Based Oxidations
Osmium Tetroxide OsO4
review: Chem. Rev. 1980, 80, 187.
-cis hydroxylation of olefins, old mechanism:
Lec. 3

9. new mechanism:
reaction is accelerated in the presences of an 3° amine Such as triethylamine or pyridine

10. OsO4 bis-hydroxylation favors electon rich C=C.

11. Molybdenum Reagents MoOPH [MoO5•pyridine (HMPA)] JOC 1978, 43, 188.
- -hydroxylation of ketone, ester and lactone enolates.
Lec. 3

12. Palladium Reagents
Pd(0) catalyzed Dehydrogenation (oxidation) of Allyl Carbonates (Tsuji Oxidation)
Tetrahedron 1986, 42, 4361
Lec. 3