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HX (H2O2)
stereorandom, mark for H, X and H on each side
H3O/H+, H2O
H and OH added random and mark
Mercury, H2O, NaBH4
Triangle, then seperate with OH on more substituted. Anti
BH3 + H2O2, NaOH
syn anti mark
X2
Mark anti addition across a double bond.
X2, HOH
anti and anti-mark with triangle intermediate
H2, Pt/Pd/Ni
syn add of two H
Ch2N2 or CHI2/Zn
double bond into syn triangle
mCPBA
Epoxide, syn
OsO4, H2O2
syn dihydroxylation
O3 + CH3SCH3
cleave + carbonyls
H2 (Pt, Pd, Ni)
Hydrogenation twice from alkynes
H2, Lindlar’s cat.
part hydrogentation of alkyne - two hydrogens gets you to alkene.
HgSO4, H2SO4 or Sia2BH + H2O2, NaOH
hydration of alkynes to triangle and tautomerization.