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H--Br or H--Cl
Markov; trans
Br2
Markov; trans
Br2/H2O
Markov; trans
Hg(oAc)
Markov; trans
BH3 (alkenes)
ANTI-Markov; SAME FACE
H2/Pd-c
SAME FACE
OSO4
Cis Diol
mCPBA
Trans Diol
HgSO4
Markov; KETONE
BH3 (alkynes)
ANTI Markov; ALDEHYDE
H2, Pd-c (alkynes)
triple to single (full reduction)
H2/Lind. Cat.
Cis Alkene
Li/NH3 or Na/NH3
Trans Alkene