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Hydrohalogenation (Markonikov)
HX
Hydrohalogenation (anti-Markonikov)
HBr, ROOR
Acid-catalyzed hydration
H3O+ or H2O, H2SO4
Oxymercuration-Demercuration
Hg(OAc)2, H2O
NaBH4
Hydroboration-Oxidation
BH3 * THF
H2O2, NaOH
Hydrogenation
H2, Pt
Bromination
Br2
Haloydrin formation
Br2, H2O
Anti dihydroxylation
mCPBA
H3O+
Syn dihydroxylanation
KMnO4
NaOH, cold
or
OsO4 (aka NMO)
NaHSO3, H2O
Ozonolysis
O3
DMS