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Catalytic Hydrogenation
H2
—>
Metal Catalyst (Pd/C, Pt, Ni, or Rh)
Hydrohalogenation
H-X (X=Cl, Br, I)
—>
Radical Hydrohalogenation
HBr
—>
ROOR (peroxide)
Halogenation
X2 (X=Cl, Br, I)
Halohydrin Formation
X2 (X=Cl, Br, I)
—>
H2O
Acid-Catalyzed (Hydration)
H2SO4, H3PO4, or TsOH
—>
H2O
Oxymecuration-demecuration
1)Hg(OAc)2 ,H2O
—>
2) NaBH4
Hydroboration-Oxidation
1) BH3, (THF)
—>
2) H2O2, NaOH
Anti dihydroxylation (trans)
mCPBA, CH3CO3H
—>
H3O+
Syn dihydroxylation (cis)
OsO4, or KMnO4 (with NaOH)
Epoxidation
mCPBA (peroxy acids)
Ozonolysis
O3
—>
DMS