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Hydrohalogenation
H-X
Hydrohalogenation with peroxides
H-X + Roor
Halogenation
X-X
Halohydrin
X-X + H2O
Acid catalyzed hydration
H2SO4 + H2O
Oxymercuration/demercuration
1) Hg(OAC)2 + H2O/THF 2) NaBH4
Hydroboration Oxidation
1) BH3 THF 2) H2O2 H2O
Hydrogenation
H2 + Catalyst
Epoxidation
mcPBA or another peroxyacid
Anti-diol formation
epoxide + H3O
Syn-diol (osmonium)
1) OsO4 2) NaHSO3 + H2O
Syn diol (permanganate)
1) KMnO3 2) NaOH + cold
Oxidative cleavage
O3 or warm KMnO3