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H → Least
X → Most
HX
H → Least
OH/OMe → Most
Syn Addition
H2SO4 + H2O or MeOH
H → Least
OH → Most
Anti Addition
Hg(oAc)2, H2O, and NaBH4
BH2 → Least
H → Most
BH3
H → Least
H → Most
H2 and Metal
X → Least
X → Most
Anti addition
X2
X → Least
OMe/OH → Most
Anti addition
X2 and H2O or MeOH
One O connects to both sides
Peroxy Acid (mCBPA)
OH → Least
OH → Most
OsO4 or KMnO4
Breaks into two alkenes
O3