HBr
HBr, ROOR
Hg(OAc)2, THF-H2O
NaBH4, NaOH
H2SO4 (aq), ?
H3PO4 (aq), ?
H2SO4 (aq), ?
H3PO4 (aq), ?
Hg(OAc)2, THF-H2O
NaBH4, NaOH
BH3, THF H2O2,
NaOH
BH3, THF H2O2,
NaOH
Cl2
Br2
ICl
Br2,, H2O
Cl2,, H2O
CH2N2
? or heat
CH2I2, Zn(Cu)
KOC(CH3)3, CHCl3
KMnO4, NaOH
H2O, cold
OsO4, pyr NaHSO3,
H2O
OsO4 (0.2%), pyr, NMO NaHSO3,
H2O
KMnO4, NaOH, H2O, heat
H3O+
O3, CH2Cl2, -78�C
Me2S
1 Br2, 0�C
1 Cl2, 0�C
1 Br2, 0�C
1 Cl2, 0�C
2 Br2
2 Cl2
1 HBr
1 HCl
1 HBr
1 HCl
2 HBr
2 HCl
1 HBr, ROOR
KMnO4, NaOH, H2O, heat
H3O+
O3 AcOH
KMnO4, NaOH, H2O, heat
H3O+
O3 AcOH
mCPBA
mCPBA NaOH
mCPBA H2SO4,
H2O
mCPBA NaOCH3, CH3OH
mCPBA H2SO4,
CH3OH
mCPBA HBr
Hg(O2CCF3)2, CH3OH,
THF NaBH4, NaOH
Hg(O2CCF3)2, CH3OH,
THF NaBH4, NaOH
2-methylpropene, H2SO4
Br2
h? or heat
Cl2
h? or heat