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Alkene + HBr ROOR
Hydrohalogenation AM

Alkene + Hx
Hydrohalogenation M

Alkene + 1) O3 2) DMS
Ozonolysis

1 Alkene + 1) OsO4 2)NaHSO3 H2O
Syn dihydroxylation
+ EN
1

2 Alkene + KMnO4 NaOH, cold
Syn dihydroxylation
+ EN
2

Alkene + 1) RCO3H 2) H30+
Anti dihydroxylation
+ EN

Alkene + Br2, H20
Halohydrin formation
+ EN

Alkene + Br2
Bromination
+ EN

Alkene + H2 Pt
Hydrogenation

Alkene + 1) BH3 THF 2)H2O2, NaOH
Hydroboration-oxidation
+ EN

Alkene + 1) Hg(OAc)2 H2O 2) NaBH4
Acid-catalyzed hydration and oxymercuration-demercuration

Alkene + H30+
Acid-catalyzed hydration and oxymercuration-demercuration 1 reagent
