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Hydrohalogenation
HBr
HCl
HI
Acid-Catalyzed Hydration
H2SO4
H3O+
Oxymercuration-Demercuration
Hg(OAc)2, H2O
→
NaBH4
Hydroboration-Oxidation
BH3 * THF
→
H2O2, NaOH
Catalytic Hydrogenation
H2/Catalyst
Catalyst = Pt, Pd, or Ni
Halogenation
Br2
Cl2
Halohydrin
X2/H2O
Anti-dihydroxylation
MCPBA
Peroxide (CH3CO3H)
Syn-dihydroxylation
OsT4
KMnO4
Oxidative Cleavage
O3/ DMS or Zn, H2O