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Halogenation
anti-addition, Br2 is added, pair of enantiomers in final product

Halohydrin Formation
anti-addition, one halogen + one -oh group, pair of enantiomers in final product, Cl2 + H2O is added

Anti-Dihydroxylation
anti-addition, 1)MCPBA + 2) H2SO4, H2O, pair of enantiomers, adds two -OH groups, “epoxide” intermediate, creation of diols

Syn-Dihydroxylation
syn-addition, 1) OsO4 2) NaHSO3, H2O, two -OH groups added, pair of enantiomers
Oxidative Cleavage/Ozonolysis
1) O3, 2) can be another rxn, sometimes (CH3)2, molecule is cleaved in half and two oxygens are added where the double bond was, ozonide is created as an intermediate
